Palladium catalysis in bridge-forming reactions between stereoselectively substituted glycine auxiliaries.

被引:23
作者
Moller, BS [1 ]
Benneche, T [1 ]
Undheim, K [1 ]
机构
[1] UNIV OSLO,DEPT CHEM,N-0315 OSLO,NORWAY
关键词
D O I
10.1016/0040-4020(96)00422-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The disulfide bridge in cystine has formally been replaced by substitution of two a-alanines at the beta-carbon into the 2,3-positions in 1,3-butadiene. The key reactions are stereoselective alkylation of lithiated (2S)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine with 2,3-dibromopropene. The alkene-alkene bond formation was effected by Pd-catalysis either with the 2'-bromoallyl products from the alkylation as substrate or with the corresponding amino acid appropriately protected. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:8807 / 8812
页数:6
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