Title: | Assignment of absolute stereochemistry to an insect pheromone by chiral amplification |
Author(s): | Shi X; Leal WS; Meinwald J; |
Address: | "Department of Chemistry, Cornell University, Ithaca, NY 14853, USA" |
DOI: | 10.1016/0968-0896(96)00006-5 |
ISSN/ISBN: | 0968-0896 (Print) 0968-0896 (Linking) |
Abstract: | "Chiral amplification, a new strategy for determining the absolute configuration of difficulty available natural secondary alcohols or analogous amines, is described. Using this technique, the R configuration can be assigned to both components of the male sex pheromone emitted by the longhorn beetle, Anaglyptus subfasciatus. The application of this approach to fourteen alcohols and four amines illustrates its scope and limitations" |
Keywords: | Acylation Animals Chlorides Coleoptera/*chemistry Magnetic Resonance Spectroscopy Male Molecular Conformation Phenylacetates Sex Attractants/*chemistry; |
Notes: | "MedlineShi, X Leal, W S Meinwald, J eng AI- 12020/AI/NIAID NIH HHS/ TW 00312/TW/FIC NIH HHS/ Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, Non-P.H.S. Research Support, U.S. Gov't, P.H.S. England 1996/03/01 Bioorg Med Chem. 1996 Mar; 4(3):297-303. doi: 10.1016/0968-0896(96)00006-5" |