Title: | "Enantiospecific synthesis of (R)-1,7-dioxaspiro [5.5]undecane [major component of olive fruit fly (Dacus Oleae) sex pheromone] from d-Fructose" |
Author(s): | Cubero II; Plaza Lopez-Espinosa MT; Castillo RA; |
Address: | "Department of Organic Chemistry, Faculty of Pharmacy, University of Granada, 18071, Granada, Spain" |
ISSN/ISBN: | 0098-0331 (Print) 0098-0331 (Linking) |
Abstract: | "The synthesis of the title compound13 has been carried out through the preparation of its precursor, (3R,4R,5S,6R)-3,4,5-trihydroxy-1,7-dioxaspiro[5.5]undecane (6), obtained fromD-fructose using Wittig's methodology, reduction, and spiroketalation. Compound6 was transformed into13 by a Barton deoxygenation at C-5 followed by a Corey dideoxygenation at C-3,4 of the appropriately protected derivatives" |
Notes: | "PubMed-not-MEDLINECubero, I I Plaza Lopez-Espinosa, M T Castillo, R A eng 1991/08/01 J Chem Ecol. 1991 Aug; 17(8):1529-41. doi: 10.1007/BF00984686" |