Title: | "Unexpected stereochemistry in the lithium salt catalyzed ring expansion of nonracemic oxaspiropentanes. formal syntheses of (-)-(4R,5R)-muricatacin and the pheromone (R)-japonilure" |
Author(s): | Bernard AM; Frongia A; Piras PP; Secci F; |
Address: | "Dipartimento di Scienze Chimiche, Universita degli studi di Cagliari, Cittadella Universitaria di Monserrato, S.S 554, Bivio per Sestu, I-09042 Monserrato, Cagliari, Italy. pppiras@unica.it" |
ISSN/ISBN: | 1523-7060 (Print) 1523-7052 (Linking) |
Abstract: | "[reaction: see text] The stereochemistry of the cyclobutanones 3, obtained by lithium salt catalyzed ring expansion of the optically pure oxaspiropentanes 2, depends not only on the lithium salt but also on the stereochemistry of 2. They constitute the starting material for the syntheses of the acetogenin (-)-(4R,5R)-muricatacin and the pheromone (R)-japonilure" |
Notes: | "PubMed-not-MEDLINEBernard, Angela M Frongia, Angelo Piras, Pier P Secci, Francesco eng 2003/08/02 Org Lett. 2003 Aug 7; 5(16):2923-6. doi: 10.1021/ol035061r" |