title: Formation and utility of azasilacyclopentadienes derived from silacyclopropenes and nitriles.
abstract: The copper-catalyzed insertions of nitriles into the Si-C bonds of silacyclopropenes provide azasilacyclopentadienes, which can be converted to allylic amines after reduction and protodesilylation. The enamine functionality of azasilacyclopentadienes also participates in 1,4-addition reactions and undergoes a hydroboration and oxidation sequence to form an allylic 1,2-amino alcohol.
authors.affiliation: Department of Chemistry, University of California, Irvine, California 92697, USA.
authors.forename: Laura L
authors.initials: LL
authors.lastname: Anderson
authors.forename: K A
authors.initials: KA
authors.lastname: Woerpel
mesh_terms: D000588:Amines / Q000737:chemistry; D000605:Amino Alcohols / Q000737:chemistry; D001372:Aza Compounds / Q000737:chemistry*; D001888:Boric Acids / Q000737:chemistry; D002244:Carbon / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D003517:Cyclopentanes / Q000737:chemistry*; D009570:Nitriles / Q000737:chemistry*; D012825:Silicon / Q000737:chemistry*
chemical_list: D000588:Amines; D000605:Amino Alcohols; D001372:Aza Compounds; D001888:Boric Acids; D003517:Cyclopentanes; D009570:Nitriles; D002244:Carbon; D003300:Copper; C032688:boric acid; D012825:Silicon