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
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页码：451 / 452
页数：2
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