Copper-Catalyzed Regio- and Diastereoselective Borylacylation of α,β-Unsaturated Esters

A copper-catalyzed regio- and diastereoselective borylacylation of α,β-unsaturated esters with B2pin2 and acyl fluorides has been developed to afford the β’-boryl-β-ketoesters with high anti-diastereoselectivity (up to >99 : 1). Additionally, the borylcarbamoylation is possible by using isocyanates as electrophiles instead of acyl fluorides. Moreover, the enantioselective borylacylation and borylcarbamoylation are also achieved by judicious choice of a chiral phosphoramidite-ligated copper complex.This is the peer reviewed version of the following article: Nishino S., Hirano K.. Asian Journal of Organic Chemistry. 2023, 2, e202200610 which has been published in final form at https://doi.org/10.1002/ajoc.202200636. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited