Category: 4141-48-4

Amoo, Victor Ekow published the artcileSynthesis of (S)-manoalide diol and the absolute configuration of natural manoalide, Formula: C15H15OP, the publication is Tetrahedron Letters (1988), 29(20), 2401-4, database is CAplus.

A synthesis of (S)-manoalide diol (I) was achieved using 2-deoxy-D-ribose as starting material to unequivocally supply the stereochem. Reduction of natural manoalide afforded enantiomeric manoalide diol. Thus, the absolute configuration of manoalide (II) is R. I had lower inhibitory activity than II vs. phospholipase A₂.

Tetrahedron Letters published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Formula: C15H15OP.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Li, Yuehui published the artcileGeneral and Selective Copper-Catalyzed Reduction of Tertiary and Secondary Phosphine Oxides: Convenient Synthesis of Phosphines, Product Details of C15H15OP, the publication is Journal of the American Chemical Society (2012), 134(23), 9727-9732, database is CAplus and MEDLINE.

Novel catalytic reductions of tertiary and secondary phosphine oxides to phosphines have been developed. Using tetramethyldisiloxane (TMDS) as a mild reducing agent in the presence of copper complexes, PO bonds are selectively reduced in the presence of other reducible functional groups (FGs) such as ketones, esters, and olefins. Based on this transformation, an efficient one pot reduction/phosphination domino sequence allows for the synthesis of a variety of functionalized aromatic and aliphatic phosphines in good yields.

Journal of the American Chemical Society published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Product Details of C15H15OP.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Gonzalez-Nogal, Ana M. published the artcileSome synthetic applications of vinylphosphane oxides, Application In Synthesis of 4141-48-4, the publication is Tetrahedron (2010), 66(50), 9610-9619, database is CAplus.

Vinylphosphine oxides have been used as Michael acceptors for the diastereoselective synthesis of anti ¦Á-functionalized-¦Â-silylated phosphine oxides and ¦Â-stannyl-, ¦Â-phenylthio- or ¦Â-phosphinyl phosphine oxides. Although the utility of these substrates as dipolarophiles was more limited, authors have obtained a mixture of 3- and 4-phosphinylpyrazoles in which the latter is the major regioisomer, by 1,3-cycloaddition with N-phenylsydnone. Moreover, vinylphosphine oxides reacted with aldehydes in the presence of LDA by a Baylis-Hillman type reaction, leading to (E)-¦Â-hydroxyphosphine oxides, which were readily converted in allenes. It is noteworthy that the application of this methodol. to silylated substrates has permitted us to synthesize an interesting and more versatile silylallene.

Tetrahedron published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Application In Synthesis of 4141-48-4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Gonzalez-Nogal, Ana M. published the artcileEpoxysilanes as substrates in regio- and stereo-specific synthesis of silylated ¦Ã-hydroxyphosphane oxides, precursors of stereodefined allylphosphane oxides, Product Details of C15H15OP, the publication is Tetrahedron (2013), 69(37), 8080-8087, database is CAplus.

Epoxysilanes experienced trans stereospecific ¦Á- or ¦Â-cleavage by the Li derivative of methyldiphenylphosphine oxide leading to different compounds The behavior of the epoxysilanes towards this nucleophilic reagent depends on the nature of the silyl group, the position of the substituents and the configuration of the epoxysilane. Unsubstituted and cis ¦Â-substituted dimethylphenylsilylepoxides underwent ¦Á-nucleophilic attack of Li methyldiphenylphosphine oxide giving stereodefined ¦Ã-phosphino-¦Â-silylalcs. Nevertheless, in the same conditions the intermediate ¦Â-hydroxysilane, formed by ¦Á-opening from trans ¦Â-substituted dimethylphenylsilylepoxides, experienced Peterson elimination to give stereodefined allylphosphine oxides. The steric requirements for the nucleophilic attack determined the regiochem. of the reaction. ¦Á-Substituted phenyldimethylsilyl- and tert-butyldiphenylsilylepoxides were exclusively attacked at the ¦Â-position affording ¦Ã-hydroxy-¦Ã-silylphosphine oxides and ¦Ã-phosphino silyl ether, resulting from Brook rearrangement. However, the allylphosphine oxides resulting from syn- or anti-elimination of ¦Â-dimethylphenylsilyl-¦Ã-hydroxyphosphine oxides, are of interest in the synthesis of phosphorylated and functionalized building blocks.

Tetrahedron published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Product Details of C15H15OP.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Cavalla, David published the artcileHorner-Wittig reactions of ¦Â-aminoalkyl- and [¦Â-(acylamino)alkyl]diphenylphosphine oxides: synthesis of N-allylamines and -amides and 5-(diphenylphosphinoyl)-2-phenyl-5,6-dihydro-4H-1,3-oxazines, Formula: C15H15OP, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1987), 1883-98, database is CAplus.

Lithium derivatives of [(¦Â-diphenylphosphinoyl)alkyl]amines and dilithium derivatives of the corresponding amides combine with aldehydes or ketones in the Horner-Wittig reaction. Separation of the diastereoisomeric intermediates leads to single positional and geometric isomers of N-allylamines and amides. Thus, treatment of Ph₂P(O)CH₂CH₂NR₂ [R₂ = (CH₂)₅, CH₂CH₂OCH₂CH₂] with BuLi, followed by Me₂CO, afforded erythro– and threo-Ph₂P(O)CH[CMe₂(OH)]CH₂NR₂, which were separated by fractional crystallization, then treated with NaH in DMF to give elimination products Z– and E-MeCH:CHCH₂NR, resp. Attempted rearrangement of the same intermediates in acid solution gave dihydrooxazines or, in one case, a [¦Ã-(acylamino)allyl]diphenylphosphine oxide. The x-ray crystal structure of syn,anti-[(acylamino)hydroxypentyl]diphenylphosphine oxide I was determined

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Formula: C15H15OP.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Armstrong, Susan K. published the artcileOn the stereoselectivity of nitrone addition to ¦Á-diphenylphosphinoylalkenes, Name: Allyldiphenylphosphine oxide, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1994), 2825-31, database is CAplus.

The title reaction was studied for both achiral and ¦Á-chiral alkenes and for cyclic and acyclic nitrones, e.g., I. In each case, addition to allyldiphenylphosphine oxide 1 gave a single isoxazolidine product, e.g., II. The configurations of these isoxazolidines were studied by NMR methods, and are consistent with reaction via exo transition states. Nitrone additions to ¦Á-chiral ¦Á-diphenylphosphinoyl alkenes gave two diastereoisomeric products in all cases studied. The configurations of these isoxazolidines were assigned by analogy with the achiral cases, and also by analogy with the addition of nitrile oxides to the same alkenes. This conversion also demonstrated the potential of this method for the synthesis of 2-(alk-2′-enyl)piperidines having defined double-bond geometry.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Name: Allyldiphenylphosphine oxide.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Armstrong, Susan K. published the artcileA new method for stereoselective homoallylic amine synthesis, Recommanded Product: Allyldiphenylphosphine oxide, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1993), 1433-47, database is CAplus.

Nitrile oxide cycloadditions to readily available allylic diphenylphosphine oxides [Ph₂P(O)CHR¹CH:CH₂; R¹ = H, Me, Et, Pr, isobutyl] proceeded regioselectively and stereoselectively to give 5-(1′-diphenylphosphinoyalkyl)isoxazolines [I and II; R¹ as above, R² = Et, Pr, hexyl, Ph, Me, CO₂Et,(CH₂)_nCO₂Me, n = 2,3]. These heterocycles were reduced to ¦Ä-amino-¦Â-hydroxyalkyldiphenylphosphine oxides (III and IV; R¹, R² as above) using a combination of sodium borohydride and nickel(II) chloride. Stereospecific elimination of diphenylphosphinic acid from the reduction products using sodium hydride in N,N-dimethylformamide gave homoallylic primary amines (V and VI; R¹, R² as above) of defined stereochem.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Recommanded Product: Allyldiphenylphosphine oxide.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Dallemer, F. published the artcileSynthesis of tertiary phosphine oxides mediated by SmCp₂ or SmI₂, Formula: C15H15OP, the publication is Applied Organometallic Chemistry (1995), 9(5 & 6), 431-5, database is CAplus.

Tertiary phosphine oxides are prepared under mild conditions by sequential addition of diphenylphosphinoyl chloride to divalent samarium compounds (SmCp₂ and SmI₂) followed by reaction with various electrophiles such as organic halides, tosylates, epoxides or ¦Á,¦Â-unsaturated ketones. Biscyclopentadienylsamarium (SmCp₂) gives better yields than SmI₂. Similar reactions, using phenylphosphonoyl dichloride, SmI₂ and subsequent addition of two equivalent of activated halides, yield the corresponding tertiary phosphine oxides.

Applied Organometallic Chemistry published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Formula: C15H15OP.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Takacs, James M. published the artcileCatalytic Palladium-Mediated Bisdiene Carbocyclizations: Bisdiene to Ene diene Cycloisomerizations, Synthetic Route of 4141-48-4, the publication is Journal of the American Chemical Society (1997), 119(25), 5804-5817, database is CAplus.

The palladium-catalyzed cycloisomerization of acyclic bisdienes to cyclized ene dienes defines a novel strategy for the stereoselective cyclization of certain unsym. bisdiene substrates to form functionalized five- and six-membered rings. The full details of our investigation into this novel cycloisomerization, including our observations on substrate requirements, stereoselectivity, the influence of the catalyst precursor, and some mechanistic insights drawn from deuterium labeling studies, are discussed.

Journal of the American Chemical Society published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C8H7ClO3, Synthetic Route of 4141-48-4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Yang, Jia published the artcileC-P Bond-Forming Reactions via C-O/P-H Cross-Coupling Catalyzed by Nickel, Application of Allyldiphenylphosphine oxide, the publication is Journal of the American Chemical Society (2015), 137(5), 1782-1785, database is CAplus and MEDLINE.

The first Ni-catalyzed C-O/P-H cross-coupling producing organophosphorus compounds is disclosed. This method features wide generality in regard to both C-O and P-H compounds: for C-O compounds, the readily available alc. derivatives of aryl, alkenyl, benzyl, and allyl are applicable, and for P-H compounds, both >P^V(O)H compounds (secondary phosphine oxide, H-phosphinate, and H-phosphonate) and hydrogen phosphines (>P^IIIH) can be used as the substrates. Thus, a variety of valuable C(sp²)-P and C(sp³)-P compounds can be readily obtained in good to excellent yields by this new strategy.

Journal of the American Chemical Society published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C6H13BO3, Application of Allyldiphenylphosphine oxide.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia