Reaction of 5,5-dimethyl-Δ1-pyrroline N-oxide (2) with 2-cyanomethyl-4,5-dimethyl-2-oxo-1,3,2-dioxaphospholan (1b) gives exo-6-cyano-2,2-dimethyl-1-azabicyclo[3.1.0]hexane (3), but reaction of (2) with 2-cyanomethyl-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan (1c) gives 5,5-dimethyl-2-cyanomethylenepyrrolidine (4).
S. Zbaida and E. Breuer, J. Chem. Soc., Chem. Commun., 1978, 6 DOI: 10.1039/C39780000006
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