title: Reductive spiroannulation of nitriles with secondary electrophiles.
abstract: The scope of reductive decyanation and spiroannulation reactions has been expanded to include secondary electrophiles for potentially useful transformations. Secondary phosphates and chlorides, as well as terminal epoxides, cyclize in a stereospecific fashion. Both endo and exo modes of cyclization were observed with terminal epoxides.
authors.affiliation: Department of Chemistry, 516 Rowland Hall, University of California, Irvine, 92697-2025, USA.
authors.forename: Matthew D
authors.initials: MD
authors.lastname: Morin
authors.forename: Scott D
authors.initials: SD
authors.lastname: Rychnovsky
mesh_terms: D000478:Alkylation; D003500:Cyclization; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010084:Oxidation-Reduction; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D009570:Nitriles; D013141:Spiro Compounds