Asymmetric synthesis and fragmentation reactions of 2-alkyl- and 2,4-dialkyl-3-iodo-1-oxocyclohexan-2,4-carbolactones.: Single enantiomer preparation of Δα,β-butenolides, 2-alkyl-4-hydroxy-2-cyclohexen-1-ones and butyrolactones.

被引:17
作者
Schultz, AG [1 ]
Dai, MS [1 ]
Khim, SK [1 ]
Pettus, LP [1 ]
Thakkar, K [1 ]
机构
[1] Rensselaer Polytech Inst, Dept Chem, Troy, NY 12180 USA
基金
美国国家卫生研究院;
关键词
asymmetric synthesis; cycloadditions; enolates; fragmentation reactions;
D O I
10.1016/S0040-4039(98)00785-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Fragmentation reactions of keto iodolactones 4 provide access to butenolides 5, 2-alkyl-4-hydroxy-2-cyclohexen-1-ones 6, and butyrolactones 9. Delta(alpha,beta)-Butenolides 5e and 5f were converted to heterocycles 14-16 by way of intramolecular cycloaddition reactions. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4203 / 4206
页数:4
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