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手性 N,N'-二氧代醚在醛的不对称烯丙基化反应中的催化作用。

Axially chiral N,N'-dioxides ethers for catalysis in enantioselective allylation of aldehydes.

机构信息

College of Pharmacy, Hebei University, Baoding, China.

出版信息

Chirality. 2019 Nov;31(11):947-957. doi: 10.1002/chir.23122. Epub 2019 Aug 28.

Abstract

A series of axially chiral ethers synthesized from biscarboline N,N'-dioxides, (S)-1a to (S)-1n, was investigated in enantioselectivity addition reactions of allyltrichlorosilane with a series of substituted aldehydes, including bulky substituted aldehydes. High enantioselectivities (up to 96%ee) were achieved using the catalyst (S)-1k at 1 mol % loading.

摘要

一系列从双咔啉 N,N'-二氧化物(S)-1a 到(S)-1n 合成的轴手性醚,被用于烯丙基三氯硅烷与一系列取代醛的对映选择性加成反应中,包括大位阻取代醛。使用催化剂(S)-1k(1 mol%负载量)可获得高达 96%ee 的高对映选择性。

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