Synthesis of highly functionalized furanones via aldol reaction of 3-silyloxyfurans.
Synthesis of highly functionalized furanones via aldol reaction of 3-silyloxyfurans.
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DOI：
10.1021/ol047810q
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发表时间：
2005-01
期刊：
影响因子：
5.2
通讯作者：
J. Winkler;K. Oh;S. Asselin
中科院分区：
文献类型：
--
作者：
J. Winkler;K. Oh;S. Asselin
[reaction: see text] The stereoselective aldol reaction of 3-silyloxyfurans with aldehydes in the presence of a Lewis acid is described. N-Bromosuccinimide (NBS)-mediated cyclization of the aldol product leads to the formation of the 2,7-dioxa-bicyclo[2.2.1]heptan-3-one ring system, which represents the formal product of hetero Diels-Alder reaction of the furan with the aldehyde.
