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Org Lett


Title:Highly efficient and diastereoselective synthesis of (+)-lineatin
Author(s):Alibes R; de March P; Figueredo M; Font J; Racamonde M; Parella T;
Address:"Departament de Quimica and Servei de Ressonancia Magnetica Nuclear, Universitat Autonoma de Barcelona, 08193 Bellaterra, Spain"
Journal Title:Org Lett
Year:2004
Volume:6
Issue:9
Page Number:1449 - 1452
DOI: 10.1021/ol0497032
ISSN/ISBN:1523-7060 (Print) 1523-7052 (Linking)
Abstract:[reaction: see text] A linear sequence was used to synthesize (+)-lineatin in 14 steps and 14% overall yield from a homochiral 2(5H)-furanone. Key steps of this synthetic approach feature the diastereoselective construction of a cyclobutene through a photochemical [2 + 2] cycloaddition and a regiocontrolled oxymercuration reaction
Keywords:Cyclization Molecular Conformation Pheromones/*chemical synthesis/chemistry Pyrans/*chemical synthesis/chemistry Sensitivity and Specificity Stereoisomerism;
Notes:"MedlineAlibes, Ramon de March, Pedro Figueredo, Marta Font, Josep Racamonde, Marta Parella, Teodor eng Research Support, Non-U.S. Gov't 2004/04/23 Org Lett. 2004 Apr 29; 6(9):1449-52. doi: 10.1021/ol0497032"

 
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