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. 2017 Jan 16;56(3):851-855.
doi: 10.1002/anie.201609844. Epub 2016 Dec 21.

Catalytic Enantioselective Arylboration of Alkenylarenes

Kaitlyn M Logan  1 , M Kevin Brown  1
Affiliations

Catalytic Enantioselective Arylboration of Alkenylarenes

Kaitlyn M Logan et al. Angew Chem Int Ed Engl. .

Abstract

A method for the catalytic enantioselective arylboration of alkenylarenes is disclosed. The reaction leads to the formation of 1,1-diarylalkanes that also incorporate an additional pinacol boronic ester which can be easily transformed to a variety of groups. The products are formed with excellent diastereoselectivities and enantioselectivities.

Keywords: alkenes; copper; cross-coupling; enantioselective catalysis; palladium.

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Figures

Scheme 1
Scheme 1
Approaches towards stereospecific cross-coupling.
Scheme 2
Scheme 2
Pd/Cu-catalyzed enantioselective carboboration.
Scheme 3
Scheme 3
Base effects for arylboration of 6-methoxyindene (15).
Scheme 4
Scheme 4
Synthesis of 34.
Scheme 5
Scheme 5
Anti-selective arylboration.
See this image and copyright information in PMC

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