Diastereoselective reduction of α-keto esters bearing chiro-inositol derivatives as chiral auxiliaries

Article abstract of DOI:10.1016/S0040-4039(00)79661-4

The reduction of α-keto esters derived from (1L)-1,2;5,6-biscyclohexylidene-3-tert-butyldimethysilyl-chiro- inositol with Selectride proceeded with high diastereoselectivity to afford the corresponding α-hydroxy esters. Addition of 18-Crown-6 led to dramatic changeover in diastereofacial selectivity.