Title: Intramolecular Diels-Alder reaction of 2-diphenylphosphinyl-5-(propargyloxymethyl)furans followed by nucleophilic 1,2-rearrangement of the phosphinyl group
Authors: Wu, Hsien-Jen
Liu, Chuan-Fang
Wang, Zhongyi
Lin, Hui-Chang
Department of Applied Chemistry
Issue Date: 27-Aug-2007
Abstract: The base-catalyzed intramolecular Diels-Alder reactions of 2-diphenylphosphinyl-5-(propargyloxymethyl)furans 2a-e gave the tetrahydrofuran ring annulated o-diphenylphosphinophenols 3a-e in 70-80% yields, a novel reaction involving an intramolecular Diels-Alder reaction of furan diene with allenyl ether dienophile followed by a nucleophilic 1,2-rearrangement of the diphenylphosphinyl group. (C) 2007 Elsevier Ltd. All rights reserved.
URI: http://dx.doi.org/10.1016/j.tetlet.2007.06.163
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2007.06.163
Volume: 48
Issue: 35
Begin Page: 6192
End Page: 6194
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