Stereoselective Copper-Catalyzed Cross-Coupling of α-CF3-Allylboronic Acids with Diazoketones

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Bibliographic Details
Title: Stereoselective Copper-Catalyzed Cross-Coupling of α-CF3-Allylboronic Acids with Diazoketones
Authors: Kireilis, Tautvydas, 1994, Szabó, Kálmán J., 1962
Source: Journal of Organic Chemistry. 90(6):2542-2546
Subject Terms: Allylboronic acid stereoselective, cross-coupling, copper-catalysis., Organic Chemistry, organisk kemi
Description: We have studied copper-catalyzed cross-coupling of chiral α-CF3-substituted allylboronic acids with α-diazoketones. The reaction proceeds with excellent regioselectivity and stereoselectivity via allylic rearrangement. The method is useful for formation a new allylic C(sp3)–C(sp3) bond with high selectivity. The poor yield is a limitation of this reaction.
File Description: electronic
Access URL: https://urn.kb.se/resolve?urn=urn:nbn:se:su:diva-239553
https://doi.org/10.1021/acs.joc.4c02869
Database: SwePub
Description
Abstract:We have studied copper-catalyzed cross-coupling of chiral α-CF3-substituted allylboronic acids with α-diazoketones. The reaction proceeds with excellent regioselectivity and stereoselectivity via allylic rearrangement. The method is useful for formation a new allylic C(sp3)–C(sp3) bond with high selectivity. The poor yield is a limitation of this reaction.
DOI:10.1021/acs.joc.4c02869