ENANTIOSELECTIVE CONJUGATE ADDITION GREATLY IMPROVES THE SYNTHESIS OF (+)-CONFERTIN

被引:25
作者
QUINKERT, G
MULLER, T
KONIGER, A
SCHULTHEIS, O
SICKENBERGER, B
DURNER, G
机构
关键词
ENANTIOSELECTIVE CONJUGATE ADDITION; CHIRAL LIGAND-MODIFIED ORGANOCUPRATES; TOTAL SYNTHESIS OF (+)-CONFERTIN;
D O I
10.1016/S0040-4039(00)92665-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The five-membered ring building blocks 2+3 are enantioselectively produced by conjugate addition of a chiral ligand-modified organocuprate to 2-methylcyclopent-2-enone (1) (chemical yield: 88%; e.e.: 88%) and successfully converted in a multi-step sequence, after final enantioselection by recrystallization of an appropriate intermediate, into the pseudoguaianolide (+)-confertin (5).
引用
收藏
页码:3469 / 3472
页数:4
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