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Aromatic claisen rearrangements in carbohydrates: stereocontrol of rearrangement rates in unsaturated sugar substrates

Balasubramanian, KK and Ramesh,, NG and Pramanik, A and Chandrasekhar, Jayaraman (1994) Aromatic claisen rearrangements in carbohydrates: stereocontrol of rearrangement rates in unsaturated sugar substrates. In: Perkin Transactions 2 (7). 1399 -1401.

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Abstract

A remarkable difference is observed in the rates of [3,3]-sigmatropic rearrangement of aryl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-enopyranosides 1 and 2; the slower reactivity of the alpha-isomers is consistent with AM1 calculated transition state energetics of model systems.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to Royal Society of Chemistry.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 26 Mar 2011 06:21
Last Modified: 26 Mar 2011 06:21
URI: http://eprints.iisc.ernet.in/id/eprint/36244

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