Y. Besidsky et al., ITRO-2-PHENYLSPIRO[CYCLOPROPANE-3,2'-QUINUCLIDINE] - SYNTHESIS AND REACTIONS WITH NUCLEOPHILES, Journal of heterocyclic chemistry, 31(6), 1994, pp. 1321-1326
itro-2-phenylspiro[cyclopropane-3,2'-quinuclidine] was synthesized by
a two-step procedure from 2-benzylidenequinuclidin-3-one. Ring-opening
reactions of the cyclopropane ring using a variety of N-, O-, and C-n
ucleophiles (amines, methoxide, nitromethanate, cyanide anions, and li
thium diphenylcopper) were studied, and a general mechanism for the tr
ansformations is proposed.