Alomari, Khadra published the artcileEnantioselective ”clip-cycle” synthesis of di-, tri- and spiro-substituted tetrahydropyrans, Computed Properties of 22693-41-0, the publication is Organic & Biomolecular Chemistry (2022), 20(6), 1181-1185, database is CAplus and MEDLINE.
The ¦Ø-unsaturated alcs. e.g., C(Me)2(OH)(CH2)3CHCH2 were ‘clipped’ via alkene e.g., 1-[(2,4,6-trimethylphenyl)sulfanyl]prop-2-en-1-one metathesis to a thioester activating group, which was followed by a chiral phosphoric acid catalyzed intramol. oxa-Michael cyclization to yield tetrahydropyrans/spiro-tetrahydropyrans e.g., I with excellent enantioselectivity. The mechanism and origin of the enantioselectivity were probed by DFT calculations and kinetic isotope studies, where there was excellent correlation between the computational and synthetic investigations.
Organic & Biomolecular Chemistry published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C15H24S, Computed Properties of 22693-41-0.
Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia