Synthesis of spirolactams from tyrosine amides and related substances

被引:79
作者
Braun, NA
Ciufolini, MA
Peters, K
Peters, EM
机构
[1] Univ Lyon 1, F-69622 Villeurbanne, France
[2] Ecole Super Chim Phys & Elect, F-69622 Villeurbanne, France
[3] Rice Univ, Dept Chem, Houston, TX 77005 USA
[4] Max Planck Inst Festkorperforsch, D-70506 Stuttgart, Germany
基金
美国国家卫生研究院; 美国国家科学基金会;
关键词
oxazolines; spiro compounds; cyclization; oxidation;
D O I
10.1016/S0040-4039(98)00874-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxidation of oxazolines derived from phenolic omega-arylalkanoic acids such as tyrosine with iodobenzene diacetate leads to spirocyclic amides in moderate yields. This reaction was heretofore unknown due to the propensity of free amide analogs of the oxazolines to furnish lactones upon oxidation. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4667 / 4670
页数:4
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