Iron-Catalyzed Divergent Borylation of α-Aryl-Substituted Allylic Alcohols

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Authors: Xuelian Ma, Haiyue Zhou, Xi Zhang, Wang-Bin You, Yuxuan Wang, Jia-xu Yan, Z. X. Wang, Xia Tian, Jian‐Rong Han, Zhi-Qiang Ge, Ying-Zhuang Xu, Wei Su
Cited by: 1
References: 60

Abstract

Herein, an iron-catalyzed divergent borylation of α-aryl-substituted allylic alcohols is reported. Precise tuning of the reaction system enables control over the chemo-, regio-, and stereoselectivities, providing divergent access to three valuable classes of organoboron compounds: β-borylated alkylarenes, γ-borylated alkylarenes, and allylic boronates. Mechanistic studies reveal that β-borylated alkylarenes are formed via a sequential hydrodeoxygenation-olefin isomerization-hydroboration cascade, γ-borylated alkylarenes are produced through hydrodeoxygenation followed by selective hydroboration of β,γ-olefin intermediates, and allylic boronates are generated via a mechanism featuring a six-membered cyclic transition state.

Fields of Study & Subjects

Organoboron and organosilicon chemistry Catalytic C–H Functionalization Methods Catalytic Cross-Coupling Reactions

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
16
Pages
5200–5206
Publication date
9 April 2026
Language
EN