Nickel-Catalyzed Asymmetric Borylative Coupling of 1,3-Dienes with Aldehydes

Jin-Tao Ma; Li-Jun Xiao

doi:10.1055/a-2275-3719

Synlett, Table of Contents

Synlett 2025; 36(01): 1-7
DOI: 10.1055/a-2275-3719

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Nickel-Catalyzed Asymmetric Borylative Coupling of 1,3-Dienes with Aldehydes

Authors

Jin-Tao Ma
Li-Jun Xiao∗

Abstract

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Abstract

The nickel-catalyzed borylative coupling of aldehydes and 1,3-dienes with diboron reagents offers an efficient method for synthesizing valuable homoallylic alcohols from easily accessible starting materials. However, achieving enantioselectivity in this reaction has been a significant challenge. We discuss our recent report on the first example of a nickel-catalyzed enantioselective borylative coupling of aldehydes with 1,3-dienes, employing a chiral spiro-phosphine–oxazoline ligand. Notably, by utilizing (E)-1,3-dienes or (Z)-1,3-dienes, we can reverse the diastereoselectivity, yielding either anti- or syn-products, respectively.

Key words

borylative coupling - homoallylic alcohols - nickel catalysis - spiro compound - enantioselectivity - diastereoselectivity

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References

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