4.4 Article

Potassium organotrifluoroborates: new partners in catalytic enantioselective conjugate additions to enones

Journal

TETRAHEDRON LETTERS
Volume 43, Issue 35, Pages 6155-6157

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(02)01288-1

Keywords

organotrifluoroborates; asymmetric catalysis; 1,4-addition; rhodium catalyst

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Potassium organotrifluoroborates, highly stable organoboron derivatives and easily accessible from organolithiated reagents, can achieve rhodium(I)-catalyzed asymmetric 1,4-additions to enones using binap as chiral ligand. This reaction proceeds in nearly quantitative yields to afford beta-functionalized ketones with e.e. up to 98%. (C) 2002 Elsevier Science Ltd. All rights reserved.

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