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Diastereoselectivity in the Reduction of Acyclic Carbonyl Compounds with Diisopropoxytitanium(III) Tetrahydroborate

Ravikumar, KS and Sinha, Surajit and Chandrasekaran, S (1999) Diastereoselectivity in the Reduction of Acyclic Carbonyl Compounds with Diisopropoxytitanium(III) Tetrahydroborate. In: Journal of Organic Chemistry, 64 (16). pp. 5841-5844.

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo9902906

Abstract

Diisopropoxytitanium(III) tetrahydroborate, ((PrO)-Pr-i)(2)TiBH4, formed in situ in dichloromethane from diisopropoxytitanium dichloride and benzyltriethylammonium tetrahydroborate (1:2) reduces alpha-hydroxyketones/1,2-diketones and beta-hydroxyketones/1,3-diketones to the corresponding diols with high stereoselectivity. In the case of alpha-hydroxyketones and 1,2-diketones, the anti isomer is the major product while reduction of beta-hydroxyketones and 1,3-diketones leads to the syn isomer as the major product.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to American Chemical Society.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 01 Jun 2009 05:28
Last Modified: 19 Sep 2010 05:02
URI: http://eprints.iisc.ernet.in/id/eprint/18444

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