作者:Yuichi Kobayashi、Shinya Yoshida、Yuji Nakayama
DOI:10.1002/1099-0690(200105)2001:10<1873::aid-ejoc1873>3.0.co;2-o
日期:2001.5
(5S)-4 and both enantiomers of acid 5 and of boronate ester 7. Lactone (5S)-4 and boronate 7 with (9′S,10′R) and (9′R,10′S) chiralities were prepared through asymmetric dihydroxylation of olefins 11 and 30, respectively, with AD-mix-α or -β. Compounds (3′R)- and (3′S)-5 were prepared by kinetic resolution of rac-19 with asymmetric epoxidation. Condensation of (5S)-4 and (3′R)- or (3′S)-5 with DCC in the
最近,我们根据四种可能的非对映异构体的比旋光度将 (5S,3'R,9'S,10'R) 立体化学分配给平面 korormicin (1) [即 (5S,3'R, 9'S,10'R)、(5S,3'S,9'S,10'R)、(5S,3'S,9'R,10'S) 和 (5S,3'R,9 'R,10'S) 异构体],通过全合成制备。在本文中,我们详细描述了合成方面。合成中的中间体是烯氨基内酯 (5S)-4 以及酸 5 和硼酸酯 7 的两种对映异构体。内酯 (5S)-4 和硼酸酯 7 与 (9'S,10'R) 和 (9'R, 10'S) 手性是通过烯烃 11 和 30 分别与 AD-mix-α 或 -β 的不对称二羟基化制备的。化合物 (3'R)- 和 (3'S)-5 通过 rac-19 的不对称环氧化动力学拆分制备。(5S)-4 和 (3'R)- 或 (3'S)-5 在 DMAP 和 PPTS 存在下与