Catalytic asymmetric synthesis of syn-aldol products from intermolecular C-H insertions between allyl silyl ethers and methyl aryldiazoacetates

被引：62

作者：

Davies, HML ^{[1
]}

Antoulinakis, EG ^{[1
]}

Hansen, T ^{[1
]}

机构：

[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA

来源：

ORGANIC LETTERS | 1999年 / 1卷 / 03期

关键词：

D O I：

10.1021/ol9905809

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Rh-2(R-DOSP)(4)-catalyzed decomposition of methyl aryldiazoacetate in the presence of allyl silyl ethers results in a regioselective C-H insertion; The resulting beta-siloxy esters are formed with high enantioselectivity (74-92% ee) and diastereoselectivity (96-98% de) when trans-disubstituted allyl silyl ethers are used as substrates.

引用

页码：383 / 385

页数：3

共 18 条

[1]

ABRAMOVITCH RA, 1965, J CHEM SOC CHEM COMM, P542

[2] RHODIUM ACETATE CATALYZES THE ADDITION OF CARBENOIDS ALPHA-OXYGENS TO ETHER OXYGENS [J].