Higashino, Masato published the artcileStereoselective anti-SN2′ Mitsunobu reaction of ¦Á-hydroxy-¦Á-alkenylsilanes, Quality Control of 19117-31-8, the publication is Tetrahedron Letters (2011), 52(3), 422-425, database is CAplus.
A novel silyl group-directed anti-SN2′ reaction of allylic alcs. under Mitsunobu reaction conditions is described. The Mitsunobu reaction of optically active ¦Á-hydroxy-¦Á-alkenylsilanes with a TBS or TIPS group and (E)-olefin gave the anti-SN2′ product, in which regio- and stereochem. outcomes of the reaction depended on the steric bulkiness of the silyl group to give the (S,E)-vinylsilane. E.g., reaction of (R,E)-1-(tert-butyldimethylsilylZ)-6-phenylhex-2-en-1-ol, 4-nitrobenzoic acid (ArCO2H) and PPh3 in anhydrous benzene with DEAD at 0¡ã under argon atm. to give an inseparable mixture of (S)-(TBS)CH(OCOAr)CH:CHCH2CH2CH2Ph and (R)-(TBS)CH:CHCH(OCOAr)CH2CH2CH2Ph in 91% yield (16:84).
Tetrahedron Letters published new progress about 19117-31-8. 19117-31-8 belongs to catalysis-chemistry, auxiliary class Oxidant, name is N-(tert-Butyl)-S-phenylthiohydroxylamine, and the molecular formula is C10H15NS, Quality Control of 19117-31-8.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia