title: Control of olefin geometry in macrocyclic ring-closing metathesis using a removable silyl group.
abstract: Introducing a silyl group at one of the internal olefin positions in diolefinic substrates results in E-selective olefin formation in macrocyclic ring-forming metathesis. The application of this method to a range of macrocyclic (E)-alkenylsiloxanes is described. Protodesilylation of alkenylsiloxane products yields novel Z-configured macrocycles.
authors.affiliation: Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, USA.
authors.forename: Yikai
authors.initials: Y
authors.lastname: Wang
authors.forename: Miguel
authors.initials: M
authors.lastname: Jimenez
authors.forename: Anders S
authors.initials: AS
authors.lastname: Hansen
authors.forename: Eun-Ang
authors.initials: EA
authors.lastname: Raiber
authors.forename: Stuart L
authors.initials: SL
authors.lastname: Schreiber
authors.forename: Damian W
authors.initials: DW
authors.lastname: Young
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D047028:Macrocyclic Compounds / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D000475:Alkenes; D047028:Macrocyclic Compounds; D012821:Silanes