Author/Authors :
Winn، نويسنده , , Caroline L. and Bellenie، نويسنده , , Benjamin R. and Goodman، نويسنده , , Jonathan M.، نويسنده ,
Abstract :
Enantiomerically pure tricyclic C2-symmetric sulfide 1 can be prepared in high yield and only three steps from d-mannitol. When used in a one-pot sulfur ylide mediated epoxidation reaction, between 94 and 98% enantiomeric excess was obtained; the highest reported to date for the catalytic process. Molecular modelling studies of the ylide conformation provides a basis for understanding the stereochemical outcome of the reaction.