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

Nickel-Catalysed Allylboration of Aldehydes

Francesca M. Dennis
,
Craig C. Robertson
,
Department of Chemistry, University of Sheffield, Dainton Building, Sheffield, S3 7HF, UK   Email: b.m.partridge@sheffield.ac.uk
› Author Affiliations

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

Publication History

Received: 13 January 2020

Accepted after revision: 04 March 2020

Publication Date:
18 March 2020 (online)


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.

Supporting Information