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

Nagaraju, Chinta ; Prasad, Kavirayani R. (2015) Gold catalyzed intramolecular hydroalkoxylation assisted ring opening of furans to the corresponding saturated γ-keto esters Tetrahedron, 71 (48). pp. 9081-9087. ISSN 0040-4020

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related 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 γ-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.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Gold Catalysis; Keto Esters; Ring Opening Reactions; Hydroalkoxylation
ID Code:105615
Deposited On:21 Dec 2017 12:04
Last Modified:21 Dec 2017 12:04

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