Chiral Bronsted Acid Catalysis for Enantioselective Hosomi-Sakurai Reaction of Imines with Allyltrimethylsilane
Chiral Bronsted Acid Catalysis for Enantioselective Hosomi-Sakurai Reaction of Imines with Allyltrimethylsilane
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DOI：
10.1021/ol200595b
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发表时间：
2011-04-15
期刊：
影响因子：
5.2
通讯作者：
Terada, Masahiro
中科院分区：
文献类型：
--
作者：
Momiyama, Norie;Nishimoto, Hayato;Terada, Masahiro
手性布朗斯台德酸（1b 或 1c）已被证明能够引发亚胺的 Hosomi-Sakurai 反应，并具有优异的对映选择性。组合布朗斯台德酸系统的开发可提供新型手性布朗斯台德酸催化。本系统通过将质子从额外的布朗斯台德酸转移到甲硅烷基化的手性布朗斯台德酸来再生手性布朗斯台德酸，这是额外的布朗斯台德酸的作用的新阐明的机制。
The chiral Bronsted acid (1b or 1c) has been shown to initiate the Hosomi-Sakurai reaction of imines with excellent enantioselectivities. The combined Bronsted acid system has been developed to offer a new class of chiral Bronsted acid catalysis. The present system proceeds through regeneration of the chiral Bronsted acid by proton transfer from additional Bronsted acid to silylated chiral Bronsted acid, a newly elucidated mechanism for the role of the additional Bronsted acid.