title: Tandem intramolecular silylformylation-crotylsilylation: highly efficient synthesis of polyketide fragments.
abstract: Polyketide fragments may be rapidly and efficiently assembled in the tandem intramolecular silylformylation-crotylsilylation of alkenes and alkynes. The reactions establish up to three new stereocenters with good-to-excellent diastereoselectivity, and the use of the reaction in an iterative sense is demonstrated. In addition, a new dihydrosilane alcoholysis reaction has been developed, leading to a highly efficient sequence.
authors.affiliation: Department of Chemistry, Columbia University, New York, New York 10027, USA.
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Zacuto
authors.forename: Steven J
authors.initials: SJ
authors.lastname: O'Malley
authors.forename: James L
authors.initials: JL
authors.lastname: Leighton
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis*; D011108:Polymers / Q000138:chemical synthesis*; D012821:Silanes / Q000737:chemistry*
chemical_list: D000438:Alcohols; D011108:Polymers; D012821:Silanes; C024617:polyol