SYNTHESIS OF OXAZOLIDINE DERIVATIVES OF BETA-[3-(ARYLOXY)ARYL]-ALPHA-AMINO ACIDS BY APPLICATION OF THE DIELS-ALDER REACTION

被引：11
|
作者：
OLSEN, RK
FENG, XQ
机构：
[1] Department of Chemistry and Biochemistry, Utah State University Logan
来源：
TETRAHEDRON LETTERS | 1991年 / 32卷 / 41期
关键词：
DIELS-ALDER; ALPHA-AMINO ACIDS; DIARYL ETHER; OXAZOLIDINE; SYNTHESIS;
D O I：
10.1016/S0040-4039(00)93539-1
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The Diels-Alder reaction has been used to construct the diaryl ether unit in oxazolidine derivatives of beta-[3-(aryloxy)aryl]-alpha-amino acids. Cycloaddition of acetylenic ketone 6 with substituted aryloxy dienes, and subsequent aromatization, provided the title compounds in good yields. Reaction of 6 with Danishefsky's diene furnished optically pure derivatives of L-tyrosine.
引用
收藏
页码：5721 / 5724
页数：4
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