title: Stereoselective synthesis of bioactive natural spiroacetals aculeatins A and B.
abstract: The stereoselective synthesis of two naturally occurring bioactive spiroacetals, aculeatins A and B has been accomplished using 1-tetradecanal as the starting material. The sequence introduces diastereoselective iodine-induced electrophilic cyclization and ring opening of epoxide with 1,3-dithiane as the key steps.
authors.affiliation: Organic Chemistry Division-I, Indian Institute of Chemical Technology, Hyderabad 500007, India. biswanathdas@yahoo.com
authors.forename: Biswanath
authors.initials: B
authors.lastname: Das
authors.forename: Martha
authors.initials: M
authors.lastname: Krishnaiah
authors.forename: Chithaluri
authors.initials: C
authors.lastname: Sudhakar
mesh_terms: D000473:Alkanes / Q000138:chemical synthesis*; D003500:Cyclization; D003512:Cyclohexanones / Q000138:chemical synthesis*; D013141:Spiro Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D000473:Alkanes; D003512:Cyclohexanones; D013141:Spiro Compounds; C476177:aculeatin A; C476176:aculeatin B