Formal total synthesis of nikkomycin B based on a lipase-catalysed hydrolysis of an acetate possessing two stereogenic centers
作者:Hiroyuki Akita、Cheng Yu Chen、Keisuke Kato
DOI:10.1016/s0040-4020(98)00647-4
日期:1998.9
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
立体选择性合成具有两个立体生成中心,(2S,3S)-11 (> 99%ee)的多功能手性合成子是通过化学酶法实现的。(2S,3S)-11转化为对应于尼克霉素B(1)N末端氨基酸部分的同型手性中间体(2S,3S,4S)-25和(2S,3S,4S)-27描述了将其应用于正式的尼克霉素B(1)的全合成。