Mechanism-Guided Scaffold Diversification: Perturbing and Trapping the Intermediates of Maltol-Type Cascade Claisen Rearrangement

被引：13

作者：

Cao, Tongxiang ^{[1
]}

Chen, Lianfen ^{[1
]}

Zhu, Shifa ^{[1
]}

机构：

[1] South China Univ Technol, Sch Chem & Chem Engn, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510640, Guangdong, Peoples R China

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 01期

基金：

中国博士后科学基金;

关键词：

CHEMICAL SPACE; DOMINO REACTIONS; PROPARGYL; DIVERSE; MOLECULES; STRATEGY; COMPLEX;

D O I：

10.1021/acs.orglett.8b03519

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mechanism-guided study to harness different kinds of active species in the cascade Claisen rearrangement for scaffold diversification has been developed. These robust and practical processes furnished a series of architectures with a large chemical space, varying from planar to three-dimensional. In addition, several interesting reactions were observed, such as [3 + 3] dimerization, quinone-based vinylogous Nazarov-type cyclization, and a rare 12e [sigma 2a + pi 2s + pi 2a + pi 2s + (pi 2a + pi 2s)] Mobius aromatic transition state mediated rearrangement.

引用

页码：90 / 94

页数：5

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