SYNTHESIS OF GAMMA,DELTA-UNSATURATED ALPHA-METHYL-ALPHA-AMINO ACIDS VIA COUPLING OF ALLYLSILANES WITH AN ALPHA-METHYLGLYCINE CATION EQUIVALENT

被引：0

作者：

ROOS, EC

HIEMSTRA, H

SPECKAMP, WN

KAPTEIN, B

KAMPHUIS, J

SCHOEMAKER, HE

机构：

[1] UNIV AMSTERDAM,DEPT ORGAN CHEM,NIEUWE ACHTERGRACHT 129,1018 WS AMSTERDAM,NETHERLANDS

[2] DSM RES & PATENTS,DEPT BIOORGAN CHEM,6160 MD GELEEN,NETHERLANDS

来源：

SYNLETT | 1992年 / 05期

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Intermolecular reactions of an alpha-methylglycine cation equivalent [methyl N-formyl-2-trimethylsiloxyalanine (6)] with allylsilanes, induced by trimethylsilyl trifluoromethanesulfonate, lead to protected gamma,delta-unsaturated alpha-methyl-alpha-amino acids. A side reaction is the formation of a 2,3-dehydroalanine derivative 13, by proton loss from the cationic intermediate. The coupling products can be efficiently deprotected to the free alpha-amino acids.

引用

页码：451 / 452

页数：2

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