Catalytic cyclopropanation of methylenecyclobutanes using ethyl nitrodiazoacetate. Synthesis of spirohexane amino acids

被引:24
作者
Yashin, NV [1 ]
Averina, EB [1 ]
Gerdov, SM [1 ]
Kuznetsova, TS [1 ]
Zefirov, NS [1 ]
机构
[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia
关键词
ethyl nitrodiazoacetate; spirohexane amino acids; 1+2]cycloaddition; 2+3]-cycloaddition; 1-ethoxycarbonyl-nitropolyspirocycloalkanes;
D O I
10.1016/j.tetlet.2003.09.083
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of ethyl nitrodiazoacetate with a series of methylenecyclobutanes was studied and both [1+2]- and [2+3]-cycloaddition pathways were observed depending on olefin structure. Amino acids of a spirohexane type were synthesized from methylenecyclobutanes by a three-step synthesis. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8241 / 8244
页数:4
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