Regio- and Stereoselective Nickel-Catalyzed Coupling of Boronic Acids with Allenoates

Published as part of the Special Topic Modern Coupling Approaches and their Strategic Applications in Synthesis

Abstract

The Ni(II)-catalyzed cross-coupling of arylboronic acids with allenoates is documented. The high regio- and stereoselectivity of the process enables a wide range of β-aryl β,γ-unsaturated esters to be prepared in good to excellent yields (up to 95%) and high E/Z-selectivity. Additionally, [3+2]-cascade sequence was observed when 2-formylphenylboronic acid was employed.

Key words

allenoate - boronic acid - catalysis - cross-coupling - nickel - stereoselection

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