The Evans Aldol-Prins cyclization: a general and stereoselective method for the synthesis of 2,3,4,5,6-pentasubstituted tetrahydropyrans

被引：6

作者：

Alvarez-Mendez, Sergio J. ^{[1
]}

Garcia, Celina ^{[1
]}

Martin, Victor S. ^{[1
]}

机构：

[1] Univ La Laguna, IUBO AG, Ctr Invest Biomed Canarias CIBICAN, Dept Quim Organ, Avda Astrofis Francisco Sanchez 2, E-38206 Tenerife, Spain

来源：

CHEMICAL COMMUNICATIONS | 2016年 / 52卷 / 16期

基金：

欧盟第七框架计划;

关键词：

ALDEHYDES; SEGMENT;

D O I：

10.1039/c6cc00160b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A general and stereoselective method to synthesize 2,3,4,5,6-pentasubstituted tetrahydropyrans in three steps starting from three different aldehydes is described. Key substrates beta,gamma-unsaturated N-acyloxazolidin- 2-ones were subjected to an "Evans Aldol-Prins'' protocol to generate five sigma-bonds and five stereocenters in only a one-pot process with yields up to 60% and excellent stereoselectivities.

引用

收藏

页码：3380 / 3383

页数：4

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