Optically active cyclobutanones and gamma-butyrolactones from asymmetric alkylidenecyclopropanes

被引:42
作者
Chevtchouk, T [1 ]
Ollivier, J [1 ]
Salaun, J [1 ]
机构
[1] UNIV PARIS 11,INST CHIM MOL ORSAY,ASSOC CNRS,LAB CARBOCYCLES,F-91405 ORSAY,FRANCE
关键词
SYNTHETIC REACTIONS; OXASPIROPENTANES; LACTONES; 1-BROMO-1-LITHIOCYCLOPROPANES; ANNELATION; KETONES;
D O I
10.1016/S0957-4166(97)00077-3
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Epoxidation of (E)-(2S)-pentylidene(2-methylcyclopropane) 1 by MCPBA gave a 70:30 mixture of diastereomeric oxaspiropentanes 2 and 3, which underwent lithium iodide induced ring expansion and Baeyer Villiger oxidation to produce the Quercus lactone a (>92% eel. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:1011 / 1014
页数:4
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