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Nucleophilic addition reactions of 1,4-diketones derived from tartaric acid: Synthesis of TADDOL analogues

Prasad, Kavirayani R and Chandrakumar, Appayee (2006) Nucleophilic addition reactions of 1,4-diketones derived from tartaric acid: Synthesis of TADDOL analogues. In: Synthesis-Stuttgart (13). pp. 2159-2166.

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Official URL: http://www.thieme-connect.de/DOI/DOI?10.1055/s-200...

Abstract

A systematic investigation of the reduction and Grignard reagents addition to 1,4-diketones derived from tartaric acid was carried out. It was found that the reduction proceeded with high selectivity using K-Selectride as the reducing agent; while Grignard reagent addition was highly dependent on structure of the dione as well as on the Grignard reagent. The resultant 1,4-diols represent a series of novel TADDOL analogues.

Item Type: Journal Article
Publication: Synthesis-Stuttgart
Publisher: Georg Thieme Verlag Kg
Additional Information: Copyright of this article belongs to Georg Thieme Verlag Kg.
Keywords: asymmetric synthesis;TADDOL;stereoselective addition.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 06 Apr 2009 04:51
Last Modified: 06 Apr 2009 04:51
URI: http://eprints.iisc.ac.in/id/eprint/18586

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