Synthesis of heterocyclic systems involving [3,3]-sigmatropic rearrangements

被引：18

作者：

Kobzev, M. S. ^{[1
]}

Titov, A. A. ^{[1
]}

Varlamov, A. V. ^{[1
]}

机构：

[1] RUDN Univ, Peoples Frendship Univ Russia, Moscow 117198, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 2021年 / 70卷 / 07期

基金：

俄罗斯基础研究基金会;

关键词：

3; 3]-sigmatropic rearrangements; Fischer; Claisen; and Cope reactions; ketenes; allenes; oxygen-; nitrogen-; and sulfur-containing heterocycles; alkaloids; 3,3 SIGMATROPIC REARRANGEMENT; AMINO-CLAISEN REARRANGEMENT; CYCLIC ALPHA-VINYLAMINES; VINYL GRIGNARD-REAGENTS; REGIOSELECTIVE SYNTHESIS; COPE REARRANGEMENT; ONE-POT; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; 3-AZA-COPE REARRANGEMENT;

D O I：

10.1007/s11172-021-3208-1

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The review summarizes the data on the synthesis of heterocyclic compounds by means of [3,3]-sigmatropic transformations, which include the Fischer, Claisen, and Cope rearrangements, as well as their numerous variations. These reactions have proved to be a convenient and efficient method for the synthesis of complex and poorly available heterocyclic systems with several chiral centers due to the highly ordered transition state of the process. Methods for the construction of five- and six-membered and medium size oxygen-, nitrogen-, and sulfur- containing heterocycles are described, as well as their use in the synthesis of condensed systems and natural compounds.

引用

页码：1213 / 1259

页数：47

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