NHC-catalyzed [4+2] cycloaddition reactions for the synthesis of 3′-spirocyclic oxindoles via a C-F bond cleavage protocol

被引：27

作者：

Yan, Jun ^{[1
]}

Shi, Kuangxi ^{[1
]}

Zhao, Chengtao ^{[1
]}

Ding, Liyuan ^{[1
]}

Jiang, Shengsheng ^{[1
]}

Yang, Limin ^{[1
]}

Zhong, Guofu ^{[1
]}

机构：

[1] Hangzhou Normal Univ, Coll Mat Chem & Chem Engn, Hangzhou 310018, Zhejiang, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2018年 / 54卷 / 13期

关键词：

N-HETEROCYCLIC CARBENE; DIELS-ALDER REACTIONS; HIGHLY ENANTIOSELECTIVE ROUTE; OXIDATIVE GAMMA-ADDITION; METAL-COMPLEXES; ALPHA; BETA-UNSATURATED ALDEHYDES; CARBAZOLESPIROOXINDOLE SKELETONS; QUATERNARY STEREOCENTERS; SPIROCYCLIC OXINDOLES; COOPERATIVE CATALYSIS;

D O I：

10.1039/c7cc08048d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A chiral NHC-catalyzed cycloaddition of gamma-fluoroenals is developed. The nucleophilic gamma-carbon generated via C-F bond cleavage undergoes highly enantioselective cycloaddition (up to >99% ee) to isatins and provides 3 '-spirocyclic oxindoles in good yields (up to 91%).

引用

页码：1567 / 1570

页数：4

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