Triarylborane-Promoted Cyano-Mukaiyama Aldol Reaction Involving a 1,5-Metalate Shift

plays a dual role in the transformation: it functions as a Lewis acid to activate the cyano group, initiating the Mukaiyama aldol addition, and also serves as a coordination bridge that links the iminium intermediate with the aryl donor through the formation of an "ate" complex, thereby facilitating the subsequent 1,5-metalate shift.

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Publication Details

Journal
Organic Letters
Published
2026-06-08
DOI
https://doi.org/10.1021/acs.orglett.6c02068
Primary Topic
Organoboron and organosilicon chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Triarylborane-Promoted Cyano-Mukaiyama Aldol Reaction Involving a 1,5-Metalate Shift

Yuanhong Liu, Meijun Xiong, Hongliang Zhao, Zhongxian Li et al.
Organic Letters
Organoboron and organosilicon chemistry
article

Triarylborane-Promoted Cyano-Mukaiyama Aldol Reaction Involving a 1,5-Metalate Shift

Yuanhong Liu, Meijun Xiong, Hongliang Zhao, Zhongxian Li, Qing Han, Xin Xie
article en

Abstract

plays a dual role in the transformation: it functions as a Lewis acid to activate the cyano group, initiating the Mukaiyama aldol addition, and also serves as a coordination bridge that links the iminium intermediate with the aryl donor through the formation of an "ate" complex, thereby facilitating the subsequent 1,5-metalate shift.

Organic Letters
Chinese Academy of Sciences (CN), Zhengzhou University (CN), Henan Academy of Sciences (CN), Shanghai Institute of Organic Chemistry (CN), New Technology (Israel) (IL)
National Natural Science Foundation of China, Natural Science Foundation of Henan Province
Openalex Percentile: Top 11%
Organoboron and organosilicon chemistry
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