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Title: $STAUDINGER REACTION BETWEEN BICYCLIC PHOSPHITES AND AZIDES
Abstract: Abstract Staudinger reaction of 4-isopropyl bicyclic phosphite 1 with azides 2–5 to N-substituted bicyclic imi-nophosphates 8–11 is described. Attempts to obtain the corresponding bicyclic iminophosphates from 1 with azides 6 and 7 were unsuccessful. The microanalytical data, i.r., Raman, 31P n.m.r. and mass spectra of these bicyclic iminophosphates are also reported. The results show that the Staudinger reaction of bicyclic phosphites is more difficult than that of acyclic phosphites, bicyclic phosphites react only with azides (R-N 3) in which R are strong electron-attracting groups. The mechanism of the reaction is discussed.