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J Chem Ecol


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"
Journal Title:J Chem Ecol
Year:1991
Volume:17
Issue:8
Page Number:1529 - 1541
DOI: 10.1007/BF00984686
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"
Keywords:
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"

 
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