A simple stereoselective synthesis of the cholesterol absorption inhibitor (-)-SCH 48461

Article abstract of DOI:10.1055/s-1996-4302

The cholesterol absorption inhibitor (3R,4S)-1 is synthesized in 91% ee by a stereoselective condensation of doubly deprotonated ester 2 and imine 3. The optical purity of the trans-diastereomer 1 obtained as the major isomer (trans/cis, 94:6) is enhanced to >98% ee by a single recrystallization.