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.
PDF
Tet_71_9081_2015.pdf - Published Version Restricted to Registered users only Download (915kB) | Request a copy |
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 |
---|---|
Publication: | TETRAHEDRON |
Publisher: | PERGAMON-ELSEVIER SCIENCE LTD |
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 |
Date Deposited: | 15 Dec 2015 07:48 |
Last Modified: | 15 Dec 2015 07:48 |
URI: | http://eprints.iisc.ac.in/id/eprint/52905 |
Actions (login required)
View Item |