Copper(I)-Secondary Diamine Complex-Catalyzed Enantioselective Conjugate Boration of Linear β,β-Disubstituted Enones

被引：73

作者：

Chen, I-Hon ^{[2
]}

Kanai, Motomu ^{[1
]}

Shibasaki, Masakatsu ^{[2
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

[2] Inst Microbial Chem, Shinagawa Ku, Tokyo 1410021, Japan

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 18期

关键词：

QUATERNARY STEREOGENIC CENTERS; ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; ARYL ALUMINUM REAGENTS; ASYMMETRIC-SYNTHESIS; CHIRAL SECONDARY; ALDOL REACTION; BETA-BORATION; ORGANOBORONIC ESTERS; DIALKYLZINC REAGENTS; HYDROGEN-TRANSFER;

D O I：

10.1021/ol101691p

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A copper(I) chiral secondary diamine (L-e) complex catalyzes an enantioselective conjugate boration of beta,beta-disubstituted enones in high yields and up to 99% ee. Product chiral tertiary organoboronates can be converted to enantiomerically enriched cross-aldol products between ketones without any racemization.

引用

页码：4098 / 4101

页数：4

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