Stereocontrolled Reduction of 2-Acyl-1,3-oxathiane Derivatives by Zn(BH4)2 and YCl3-NaBH4

Article abstract of DOI:10.1246/cl.1992.2173

Both enantiomers of 1,2-alkanediols were prepared by the diastereocontrolled reduction of ketones containing (R)-6-methyl-1,3-oxathiane moiety as a chiral auxiliary; reduction with Zn(BH4)2 selected one diastereoface to give one diastereomer and that with YCl3-NaBH4 produced another diastereomer selectively.