Catalytic Asymmetric Homologation of α-Ketoesters with α-Diazoesters: Synthesis of Succinate Derivatives with Chiral Quaternary Centers

被引：62

作者：

Li, Wei ^{[1
]}

Liu, Xiaohua ^{[1
]}

Tan, Fei ^{[1
]}

Hao, Xiaoyu ^{[1
]}

Zheng, Jianfeng ^{[1
]}

Lin, Lili ^{[1
]}

Feng, Xiaoming ^{[1
]}

机构：

[1] Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 41期

基金：

中国国家自然科学基金;

关键词：

asymmetric catalysis; diazo compounds; homogeneous catalysis; synthetic methods; yttrium; BETA-KETO-ESTERS; ENANTIOSELECTIVE SYNTHESIS; RING-EXPANSION; STEREOSELECTIVE CONSTRUCTION; ROSKAMP REACTION; ALDEHYDES; EFFICIENT; BOND; CYCLOALKANONES; ENLARGEMENT;

D O I：

10.1002/anie.201305478

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Y not? In the presence of the L/Y(OTf)3 catalyst, the first catalytic asymmetric homologation of α-ketoesters with α-alkyl-α-diazoesters through either a 1,2-aryl or 1,2-alkyl shift was accomplished. Highly functionalized succinate derivatives containing a quaternary stereocenter were obtained in excellent yield and enantioselectivity under mild reaction conditions. Tf=trifluoromethanesulfonyl. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：10883 / 10886

页数：4

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