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J Org Chem

Title:		"Photochemical cycloaddition of mono-, 1,1-, and 1,2-disubstituted olefins to a chiral 2(5H)-furanone. Diastereoselective synthesis of (+)-lineatin"
Author(s):		Racamonde M; Alibes R; Figueredo M; Font J; de March P;
Address:		"Departament de Quimica, Universitat Autonoma de Barcelona, 08193 Bellaterra, Spain"
Journal Title:		J Org Chem
Year:		2008
Volume:		20080708
Issue:		15
Page Number:		5944 - 5952
DOI:		10.1021/jo800970u
ISSN/ISBN:		1520-6904 (Electronic) 0022-3263 (Linking)
Abstract:		"The photochemical [2 + 2] cycloaddition of (S)-4-methyl-5-O-pivaloyloxymethyl-2(5H)-furanone, 5, to vinyl acetate, vinyl pivalate, tert-butyl vinyl ether, 1,1-diethoxyethylene, and (Z)- and (E)-1,2-dichloroethylene has been studied. A practical synthesis of (+)-lineatin from 5 has been developed via the functionalized cyclobutane 6"
Keywords:		Alkenes/*chemistry Furans/*chemistry Magnetic Resonance Spectroscopy Molecular Structure Pheromones/*chemical synthesis/chemistry Photochemistry Pyrans/*chemical synthesis/chemistry Stereoisomerism;
Notes:		"MedlineRacamonde, Marta Alibes, Ramon Figueredo, Marta Font, Josep de March, Pedro eng Research Support, Non-U.S. Gov't 2008/07/09 J Org Chem. 2008 Aug 1; 73(15):5944-52. doi: 10.1021/jo800970u. Epub 2008 Jul 8"