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Stereoselective syntheses of \gamma-alkyl (aryl)-$\alpha$, $_\beta$ -dihydroxy-\gamma-butyrolactones and naturally occurring lipid guggultetrol

Prasad, Kavirayani R and Chandrakumar, Appayee (2007) Stereoselective syntheses of \gamma-alkyl (aryl)-$\alpha$, $_\beta$ -dihydroxy-\gamma-butyrolactones and naturally occurring lipid guggultetrol. In: Tetrahedron, 63 (8). pp. 1798-1805.

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\gamma-Oxo-butyramides derived from tartaric acid serve as excellent precursors for the synthesis of \gamma-alkyl (aryl)-$\alpha$, $_\beta$-dihydroxy-\gamma- butyrolactones and for the synthesis of tetrols containing three contiguous stereogenic centres. The methodology presented here is general for the synthesis of \gamma-alkyl (aryl)-$\alpha$, $_\beta$-dihydroxy-\gamma-butyrolactones.Utility of the chiral building block was demonstrated by the synthesis of naturally occurring lipid guggultetrol.

Item Type: Journal Article
Publication: Tetrahedron
Publisher: Elsevier
Additional Information: Copyright of this article belongs to Elsevier.
Keywords: g-Butyrolactone;Stereoselective reduction;L-(+)-Tartaric acid;Guggultetrol
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 27 Mar 2007
Last Modified: 19 Sep 2010 04:36
URI: http://eprints.iisc.ac.in/id/eprint/10240

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