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" |
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" |