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Gold catalyzed intramolecular hydroalkoxylation assisted ring opening of furans to the corresponding saturated gamma-keto esters

Nagaraju, Chinta and Prasad, Kavirayani R (2015) Gold catalyzed intramolecular hydroalkoxylation assisted ring opening of furans to the corresponding saturated gamma-keto esters. In: TETRAHEDRON, 71 (48). pp. 9081-9087.

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Official URL: http://dx.doi.org/10.1016/j.tet.2015.10.017

Abstract

A facile ring opening of furans in furyl propargyl alcohols to the corresponding saturated gamma-keto esters is observed in the gold(III) chloride catalyzed reaction with MeOH. It is found that the ring opening of furan is driven by the intramolecular hydroalkoxylation. Mitigating the intramolecular hydroalkoxylation led to the expected conjugated enyne resulting from the dehydration. (C) 2015 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
Keywords: Gold catalysis; Keto esters; Ring opening reactions; Hydroalkoxylation
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Depositing User: Id for Latest eprints
Date Deposited: 15 Dec 2015 07:48
Last Modified: 15 Dec 2015 07:48
URI: http://eprints.iisc.ac.in/id/eprint/52905

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