Enantioselective synthesis of anti-3-alkenyl-2-amido-3-hydroxy esters: application to the total synthesis of (+)-alexine

被引：14

作者：

Yu, Lu ^{[1
,2
]}

Somfai, Peter ^{[1
,2
]}

机构：

[1] Lund Univ, Dept Chem, Ctr Anal & Synth, S-22100 Lund, Sweden

[2] Lund Univ, Dept Chem, Ctr Anal & Synth, S-22100 Lund, Sweden

来源：

RSC ADVANCES | 2019年 / 9卷 / 05期

基金：

瑞典研究理事会;

关键词：

DYNAMIC KINETIC RESOLUTION; ASYMMETRIC TRANSFER HYDROGENATION; BETA-HYDROPEROXY ALCOHOLS; DIASTEREOSELECTIVE SYNTHESIS; ALLYLIC ALCOHOLS; IRIDIUM COMPLEX; AMIDO ESTERS; ACID; EPOXIDATION; DIHYDROXYLATION;

D O I：

10.1039/c9ra00173e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A straightforward synthesis of anti-3-alkenyl-2-amido-3-hydroxy esters from the corresponding racemic alpha-amino-beta-keto esters by using a ATH/DKR protocol has been developed. This method gives moderate to excellent yields with high chemo-, diastereo- and enantioselectivities for a broad range of substrates. In order to highlight the versatility of the methodology it was applied in an efficient asymmetric synthesis of the polyhydroxylated pyrrolizidine alkaloid (+)-alexine.

引用

页码：2799 / 2802

页数：4

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