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Nitrones II. Dualistic behaviour in the reaction of phosphonates with nitrones. Alternative formation of aziridines and enamines.

✍ Scribed by Eli Breuer; Shmuel Zbaida; Joseph Pesso; Shalom Levi


Publisher
Elsevier Science
Year
1975
Tongue
French
Weight
117 KB
Volume
16
Category
Article
ISSN
0040-4039

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✦ Synopsis


tion 17 July lY75) Previously we have reported that the reaction of C-phenyl-N-methyl nitrone with sodio triethyl phosphonoacetate leads to the formation of two isomeric asiridines.l In this communication we wish to describe results obtained in our study of the reactions of 5,5-dimethyl-Al-pyrroline N-oxide (I;> with two phosphonates: (Et0)2P(O)CH2C02Et (2a) and (Et0)2P(O)CH2CN (2b). Reactions of nitrone 1 with the phosphono ylids generated from & and &with sodium hydride in 1,2-dimethoxyethane (DME) gave the &runs-aziridines h and &.