β-Substituted Styrenes in Heteroaryl-Directed Hydroalkylative Cross-Couplings: Regio-, Diastereo-, and Enantioselective Formation of β-Stereogenic Tertiary Alcohols

Under iridium-catalyzed conditions, 2-azaaryl-substituted secondary alcohols undergo C(sp<sup>3</sup>)-H addition reactions to β-substituted styrenes to provide alkylated tertiary alcohols. The processes occur with high regio-, diastereo-, and enantioselectivity and offer unusual examples of 1,2-disubstituted styrenes engaging in α-selective and stereocontrolled C-H addition reactions.

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Publication Details

Journal
Journal of the American Chemical Society
Published
2025-11-13
DOI
https://doi.org/10.1021/jacs.5c17840
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

β-Substituted Styrenes in Heteroaryl-Directed Hydroalkylative Cross-Couplings: Regio-, Diastereo-, and Enantioselective Formation of β-Stereogenic Tertiary Alcohols

Wenbin Mao, John F. Bower, Craig M. Robertson
Journal of the American Chemical Society
Catalytic C–H Functionalization Methods
article

β-Substituted Styrenes in Heteroaryl-Directed Hydroalkylative Cross-Couplings: Regio-, Diastereo-, and Enantioselective Formation of β-Stereogenic Tertiary Alcohols

Wenbin Mao, John F. Bower, Craig M. Robertson
article en

Abstract

Under iridium-catalyzed conditions, 2-azaaryl-substituted secondary alcohols undergo C(sp<sup>3</sup>)-H addition reactions to β-substituted styrenes to provide alkylated tertiary alcohols. The processes occur with high regio-, diastereo-, and enantioselectivity and offer unusual examples of 1,2-disubstituted styrenes engaging in α-selective and stereocontrolled C-H addition reactions.

Journal of the American Chemical SocietyVol. 147(47)
University of Liverpool (GB)
Openalex Percentile: Top 72%
Catalytic C–H Functionalization Methods
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