Asymmetric phase-transfer catalytic sulfanylation of some 2-methylsulfinyl cyclanones. Modeling of the stereochemical course of the aldol reaction of (SS,2S)-2-methylsulfinyl-2-methylsulfanylcyclohexanone

Based on IR data and DFT calculations, (−)-(SS,2S)-2c showed to be a mixture of two main conformers and that the axial SCH3 group hinders the attack of LiCH2CO2Et to the si face of the carbonyl group, affording, after hydrolysis, enantiomerically enriched (−)-5.