The intramolecular nitrene type 1, 1-cycloaddition reaction of allyl-substituted diazomethanes

T Miyashi, Y Nishizawa, Y Fujii…

Index: Miyashi,T.; Nishizawa,Y.; Fujii,Y. Journal of the American Chemical Society, 1986 , vol. 108, p. 1617

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Citation Number: 25

Abstract

Abstract: Various allyl-substituted diazomethanes generated by pyrolyses of the sodium salts of corresponding tosylhydrazones undergo a reversible intramolecular nitrene-type 1, I- cycloaddition to give 1, 2-diazabicyclo [3.1. O] hex-2-enes. Stereochemical results obtained from (E)-and (Z)-5-phenyl-5-diazopent-2-enes,(E)-1, 4-diphenyl-4-diazobut-l-ene, and (Z)-3- methyl-6-aryl-6-diazohex-3-enes indicated that both the 1, I-and retro-l, I-cycloaddition ...

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