Intramolecular addition of vinyl radicals to aldehydes

被引:28
作者
Devin, P [1 ]
Fensterbank, L [1 ]
Malacria, M [1 ]
机构
[1] Univ Paris 06, CNRS, Lab Chim Organ & Synth, F-75252 Paris, France
关键词
D O I
10.1016/S0040-4039(97)10743-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of aldehydes 1 and 10 with Bu3SnH has been studied. In thermal conditions, after an initial chemoselective 6-exo-trig or 5-exo-trig cyclization to the aldehyde, a beta-scission reaction takes place, providing rearrangement products. At low temperature, using the Et3B/O-2 procedure, satisfactory yields of cyclohexanol 2 and cyclopentanol 11 are obtained. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:833 / 836
页数:4
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