Synthesis of protected α-alkyl lanthionine derivatives

被引:9
|
作者
Denoel, Thibaut [1 ]
Zervosen, Astrid [1 ]
Lemaire, Christian [1 ]
Plenevaux, Alain [1 ]
Luxen, Andre [1 ]
机构
[1] Univ Liege, Cyclotron Res Ctr, B-4000 Liege, Belgium
关键词
Lanthionine; Sulfamidate; alpha-Alkyl amino acid; Peptidoglycan; Protected amino acid; ALPHA; ALPHA-DISUBSTITUTED AMINO-ACID; ENANTIOSELECTIVE SYNTHESIS; EFFICIENT; CHEMISTRY;
D O I
10.1016/j.tet.2014.05.004
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Protected alpha-alkyl lanthionine derivatives were synthesized in five steps starting from a known phenyl-oxazoline precursor. This approach involved the synthesis of a family of substituted cyclic sulfamidates and their regioselective opening by nucleophilic attack with a protected cysteine. This efficient multistep strategy affords various alpha-alkylated lanthionine derivatives in high yields. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4526 / 4533
页数:8
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