Iron-Catalyzed Enantioselective Si–H Bond Insertions,Organic Letters

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Iron-Catalyzed Enantioselective Si–H Bond Insertions
Organic Letters ( IF 4.9 ) Pub Date : 2018-10-08 00:00:00 , DOI: 10.1021/acs.orglett.8b02868
Haorui Gu ₁ , Zhao Han ₁ , Hujun Xie ₂ , Xufeng Lin ₁

Affiliation

The first iron-catalyzed enantioselective Si–H bond insertion reaction of α-diazoesters was developed. A new chiral spiro-bisoxazoline ligand has proven to be an optimal ligand for the asymmetric reaction to give versatile chiral α-silyl esters in good yields with high enantioselectivities. The mechanism and detailed stereochemical models for enantioselective induction were elucidated by DFT calculations, suggesting that the reaction proceeds via a concerted quintet transition state.

中文翻译：

铁催化的对映选择性Si–H键插入

开发了第一个铁催化的α-重氮酸酯的对映选择性Si–H键插入反应。一种新的手性螺-双恶唑啉配体已被证明是不对称反应的最佳配体，以高收率和高对映选择性提供了多种手性α-甲硅烷基酯。通过DFT计算阐明了对映选择性诱导的机理和详细的立体化学模型，表明该反应通过协调的五重态过渡态进行。

更新日期：2018-10-08

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