ENTRY INTO 6-METHOXY-D(+)-TRYPTOPHANS - STEREOSPECIFIC SYNTHESIS OF 1-BENZENESULFONYL-6-METHOXY-D(+)-TRYPTOPHAN ETHYL-ESTER

被引:71
作者
ALLEN, MS [1 ]
HAMAKER, LK [1 ]
LALOGGIA, AJ [1 ]
COOK, JM [1 ]
机构
[1] UNIV WISCONSIN,DEPT CHEM,MILWAUKEE,WI 53201
关键词
D O I
10.1080/00397919208021343
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A strategy for the synthesis of optically active ring-A methoxylated indole alkaloids which employs the Moody azide/Schollkopf chiral auxiliary protocol has resulted in the successful preparation of 1-benzenesulfonyl-6-methoxy-D(+)-tryptophan ethyl ester 16. This amino ester is required for the synthesis of Alstonia bisindole alkaloids including macralstonine 2 via an enantiospecific Pictet-Spengler reaction.
引用
收藏
页码:2077 / 2102
页数:26
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