Reductive spiroannulation of nitriles with secondary electrophiles.
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.
Morin
Matthew D
MD
Department of Chemistry, 516 Rowland Hall, University of California, Irvine, 92697-2025, USA.
Rychnovsky
Scott D
SD
D000478:Alkylation; D003500:Cyclization; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D010084:Oxidation-Reduction; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D009570:Nitriles; D013141:Spiro Compounds