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Synthesis and evaluation of C-2-symmetric bis-sulfinamides as effective ligands in rhodium catalyzed addition of arylboronic acids to cycloalkenones

Revu, Omkar and Uphade, Manoj B and Prasad, Kavirayani R (2016) Synthesis and evaluation of C-2-symmetric bis-sulfinamides as effective ligands in rhodium catalyzed addition of arylboronic acids to cycloalkenones. In: TETRAHEDRON, 72 (35). pp. 5355-5362.

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Official URL: http://dx.doi.org/10.1016/j.tet.2016.07.024

Abstract

Synthesis of novel C-2-symmetric 1,2-1,3- and 1,4-bis-sulfinamides and their use as effective ligands in rhodium (I) catalyzed asymmetric conjugate addition of arylboronic acids to cyclohexenone and cyclopentenones is described. C-2-symmetry as well as chirality at the sulfur center in the ligand is crucial for the high enantioselectivity in the 1,4-addition reaction. It was also observed that the conjugate addition proceeded with good selectivity with Wilkinson's catalyst as the rhodium source. (C) 2016 Elsevier Ltd. All rights reserved.

Item Type: Journal Article
Additional Information: Copy right for this article belongs to the PERGAMON-ELSEVIER SCIENCE LTD, THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 22 Oct 2016 07:23
Last Modified: 22 Oct 2016 07:23
URI: http://eprints.iisc.ac.in/id/eprint/54929

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