Efficient and stereoselective synthesis of (S)-α-propargylglycine derivatives from allenylboronic acid

被引：1

作者：

Morozova, Veronika A. ^{[1
]}

Beletskaya, Irina P. ^{[1
]}

Titanyuk, Igor D. ^{[1
]}

机构：

[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119991, Russia

来源：

MENDELEEV COMMUNICATIONS | 2019年 / 29卷 / 05期

基金：

俄罗斯科学基金会;

关键词：

PETASIS 3-COMPONENT REACTION; BORONO-MANNICH REACTION; COMPONENT; ESTERS;

D O I：

10.1016/j.mencom.2019.09.006

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The Petasis Mannich reaction of allenylboronic acid with glyoxylic acid and (S)-1-phenylethylamine diastereoselectively leads to N-substituted propargylglycine of high optical purity in good yield. This product can be further subjected to esterification followed by bioconjugate synthesis using Cu-I-catalyzed alkyne azide 1,3-dipolar cycloaddition reaction ('click reaction').

引用

页码：498 / 499

页数：2

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