Camphoric acid derived sulfur containing bicyclic carboxylic acids as chiral auxiliaries in N-acyliminium ion chemistry

被引:4
|
作者
Braeckow, J. [2 ]
Pabel, J. [1 ]
Mayer, R. [3 ]
Polborn, K. [3 ]
Wanner, K. T. [1 ]
机构
[1] Univ Munich, Dept Pharm, Zentrum Pharmaforsch, D-81377 Munich, Germany
[2] Carbogen Amcis AG, CH-5502 Hunzenschwil, Switzerland
[3] Univ Munich, Dept Chem, D-81377 Munich, Germany
关键词
N-Acyliminium salt; Asymmetric synthesis; Asymmetric electrophilic alpha-amidoalkylation (AE alpha A); Thioanhydride; Thiolactone; ELECTROPHILIC ALPHA-AMIDOALKYLATION; ASYMMETRIC-SYNTHESIS; ACYLPYRIDINIUM IONS; ADDITION-REACTIONS; GENERATION; QUINOLINES; CHLORIDE;
D O I
10.1016/j.tet.2010.07.009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three novel sulfur containing chiral bicyclic carboxylic acids were synthesized from D-camphoric acid. Two of these compounds were briefly evaluated for their potency as chiral auxiliaries in Asymmetric Electrophilic alpha-Amidoalkylation (AE alpha A) reactions. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7279 / 7287
页数:9
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