Bissilyl enal: a useful linchpin for synthesis of functionalized vinylsilane species by anion relay chemistry.

Bissilyl enal: a useful linchpin for synthesis of functionalized vinylsilane species by anion relay chemistry.
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DOI:
10.1021/ol202942a
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发表时间:
2012-01
期刊:
影响因子:
5.2
通讯作者:
Lu Gao;Xinglong Lin;Jian Lei;Zhenlei Song;Zhi Lin
Lu Gao;Xinglong Lin;Jian Lei;Zhenlei Song;Zhi Lin
中科院分区:
化学1区
文献类型:
--
作者:
Lu Gao;Xinglong Lin;Jian Lei;Zhenlei Song;Zhi Lin

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Bissilyl enal, prepared by a Mannich reaction of 3,3-bissilyl aldehyde with formaldehyde, has proven to be a useful linchpin in an efficient three-component coupling process. The reaction features a [1,4]-Brook rearrangement to generate the silylallyl anion, which adopts a predominant endo-orientation and can undergo addition to electrophiles in a regio- and stereoselective manner, giving various E-vinylsilane species in good yields.