Stereoselective Michael-alkylation and Michael-oxidation reactions of chiral 1,3-dioxolanones

被引：1

作者：

Liao, Hao-Chun ^{[1
]}

Yao, Kuan-Jen ^{[1
]}

Tsai, Yi-Chou ^{[1
]}

Uang, Biing-Jiun ^{[1
]}

机构：

[1] Natl Tsing Hua Univ, Dept Chem, 101,Sec 2,Kuang Fu Rd, Hsinchu 30013, Taiwan

来源：

TETRAHEDRON-ASYMMETRY | 2017年 / 28卷 / 06期

关键词：

HYDROXY ACID-DERIVATIVES; PROTEIN-KINASE-C; ENANTIOSELECTIVE SYNTHESIS; CASCADE REACTIONS; ALDOL REACTIONS; CONSTRUCTION; TETRAHYDROTHIOPHENES; CYCLIZATION; PINOLIDOXIN; INHIBITORS;

D O I：

10.1016/j.tetasy.2017.05.002

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A highly diastereoselective Michael-alkylation/oxidation methodology has been developed for the synthesis of optically active alpha-hydroxy-1,5-diester subunits. Inverse stereochemistry at the C-2' position could be achieved by using a Michael acceptor equipped with a suitable group followed by a highly stereoselective protonation. This methodology has been applied to the enantioselective synthesis of the upper fragment of (+)-retusine. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：803 / 808

页数：6

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