title: Enantiospecific synthesis of (3S,6R)-3-hydroxy-1,7-dioxaspiro[5.5]undecane and its (4R)-4-hydroxy isomer [minor components of olive fruit fly (Dacus oleae) sex pheromone].
abstract: The synthesis of (3S,6R)-3-hydroxy-1,7-dioxaspiro[5.5]undecane (8) and its (4R)-4-hydroxy isomer (11) from (3R,4S,6R)-3,4-dihydroxy-1,7-dioxaspiro[5.5]undecane (1), obtained from D-fructose, has been accomplished by regioselective deoxygenation at C-4 and C-3, respectively, of the appropriately protected derivatives.
authors.affiliation: Department of Organic Chemistry Faculty of Pharmacy, University of Granada, 18071, Granada, Spain.
authors.forename: I
authors.initials: I
authors.lastname: Izquierdo Cubero
authors.forename: M T
authors.initials: MT
authors.lastname: Plaza López-Espinosa
authors.forename: R A
authors.initials: RA
authors.lastname: Castillo