Synthesis 2020; 52(13): 1903-1914
DOI: 10.1055/s-0039-1690091
paper
© Georg Thieme Verlag Stuttgart · New York

Nickel-Catalysed Allylboration of Aldehydes

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This work was supported by the University of Sheffield and the Engineering and Physical Sciences Research Council (EPSRC).
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Publication History

Received: 13 January 2020

Accepted after revision: 04 March 2020

Publication Date:
18 March 2020 (online)


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Abstract

A nickel catalyst for the allylboration of aldehydes is reported, facilitating the preparation of homoallylic alcohols in high diastereoselectivity. The observed diastereoselectivities and NMR experiments suggest that allylation occurs through a well-defined six-membered transition state, with nickel acting as a Lewis acid.

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