Enantioselective Synthesis of Atropisomeric 1,3‐Dienes via Platinum‐Catalyzed Hydrosilylation of 1,3‐Enynes

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Authors: Qimin Wu, Xuanyi Li, Weiyuan Wang, Jing Zhong, Aijun Lin, Qi Li, S-G Gao, Hequan Yao
Cited by: 1
References: 80

Abstract

ABSTRACT The enantioselective synthesis of novel atropisomeric architectures represents a key driving force in the advancement of functional materials, drug discovery, and asymmetric catalysis. While great progress has been made in the enantioselective synthesis of biaryl atropisomers, the catalytic enantioselective synthesis of atropisomeric acyclic 1,3‐dienes is still elusive due to the inherently low rotational barrier of the C‐C bonds. Herein, we report a platinum‐catalyzed enantioselective hydrosilylation of enynes. Using a monophosphine ligand L1 , the atropisomeric 1,3‐dienes are constructed in good yield with enantioselectivity and excellent regio‐ and E ‐selectivity. Density functional theory (DFT) calculations are conducted to elucidate the origin of the regio‐ and enantioselectivity. Crucially, the basic additive such as KOH and K 3 PO 4 works as a proton shuttle to promote the reaction.

Fields of Study & Subjects

Axial and Atropisomeric Chirality Synthesis N-Heterocyclic Carbenes in Organic and Inorganic Chemistry Asymmetric Hydrogenation and Catalysis

Publication details

Journal / source
Angewandte Chemie International Edition
Publisher
Wiley
Volume
65
Issue
32
Pages
e6697490–e6697490
Publication date
3 June 2026
Language
EN