Rh(II)-Catalyzed Cyclopropanation of Furans and Its Application to the Total Synthesis of Natural Product Derivatives

被引：42

作者：

Lehner, Verena ^{[1
,2
]}

Davies, Huw M. L. ^{[2
]}

Reiser, Oliver ^{[1
]}

机构：

[1] Univ Regensburg, Inst Organ Chem, Univ Str 31, D-93053 Regensburg, Germany

[2] Emory Univ, Dept Chem, 1515 Dickey Dr, Atlanta, GA 30322 USA

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 18期

基金：

美国国家科学基金会;

关键词：

ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; STABILIZED VINYLCARBENOIDS; CATALYZED DECOMPOSITION; RHODIUM CARBENOIDS; TURNOVER NUMBERS; RH(II) CATALYST; PYRROLES; DIRHODIUM(II); CONVERSION;

D O I：

10.1021/acs.orglett.7b02009

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Rh(II)-catalyzed enantioselective cyclopropanations of furans, providing access to synthetically useful building blocks, are reported. After screening of 10 Rh(II) catalysts, Rh-2(S-TCPTTL)(4) was identified as a highly efficient and selective catalyst (up to 98% ee, TON 88000, and TOF 24/s) for the cydopropanation of furans. These cyclopropanes were successfully applied to the enantioselective synthesis of novel paraconic acid derivatives.

引用

页码：4722 / 4725

页数：4

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