Formal total synthesis of nikkomycin B based on a lipase-catalysed hydrolysis of an acetate possessing two stereogenic centers

Article abstract of DOI:10.1016/S0040-4020(98)00647-4

A stereoselective synthesis of the versatile chiral synthon possessing two stereogenic centers, (2S,3S)-11 (>99% ee) was achieved by using chemo- enzymatic method. The conversion of (2S,3s)-11 into the homochiral intermediates (2S,3S,4S)-25 and (2S,3S,4S)-27 corresponding to the N-terminal amino acid moiety of nikkomycin B(1) and their application to the formal total synthesis of nikkomycin B(1) are described.