Oxidative intramolecular cyclization reactions of Cinnamayl ethers mediated by cerium (IV) ammonium nitrate (CAN): a stereoselective synthesis of 3,4-trans-disubstitutedtetrahydrofuran derivatives

Nair, Vijay ; Balagopal, Lakshmi ; Menon, Rajeev S. ; Ros, Sindu ; Srinivas, R. (2003) Oxidative intramolecular cyclization reactions of Cinnamayl ethers mediated by cerium (IV) ammonium nitrate (CAN): a stereoselective synthesis of 3,4-trans-disubstitutedtetrahydrofuran derivatives ARKIVOC . pp. 199-210. ISSN 1551-7012

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Abstract

Various alkoxy-cinnamyl cinnamyl ethers and an alkoxy-cinnamyl prenyl ether underwent stereoselective oxidative cyclizations on treatment with a methanolic solution of cerium(IV) ammonium nitrate to afford 3,4-trans- disubstituted tetrahydrofuran derivatives. Different products were obtained under aerobic and anaerobic conditions.

Item Type:	Article
Source:	Copyright of this article belongs to Arkat-USA, Inc.
Keywords:	Cerium(IV) Ammonium Nitrate; One-electron Oxidation; Radical Cyclization; Tetrahydrofurans; Cinnamyl Ethers
ID Code:	58047
Deposited On:	31 Aug 2011 12:44
Last Modified:	18 May 2016 09:12

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