title: Synthesis and chemistry of bridgehead allylsilanes. Stereoselective reactions with aldehydes.
abstract: A type II intramolecular Diels-Alder reaction provides access to bicyclo[5.3.1] ring systems with an imbedded bridgehead allylsilane. The Lewis acid catalyzed reactions of these compounds with aldehydes proceed efficiently and with control of stereochemistry. [reaction: see text]
authors.affiliation: Department of Chemistry, 516 Rowland Hall, University of California-Irvine, Irvine, CA 92697-2025, USA.
authors.forename: Ryan
authors.initials: R
authors.lastname: Lauchli
authors.forename: John M
authors.initials: JM
authors.lastname: Whitney
authors.forename: Liang
authors.initials: L
authors.lastname: Zhu
authors.forename: Kenneth J
authors.initials: KJ
authors.lastname: Shea
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D012821:Silanes / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D012821:Silanes