Substitution of α-azido ethers with Grignard reagents and its use in combinatorial chemistry

M Baruah, M Bols

Index: Baruah, Mukulesh; Bols, Mikael Journal of the Chemical Society. Perkin Transactions 1, 2002 , # 4 p. 509 - 512

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Abstract

Scheme 2 Substitution of α-azidoamine with phenylmagnesium bromide. ... Initially reaction of methylmagnesium bromide with α-azidobenzyl methyl ether was attempted (2a,Scheme 3 and Table 1) in THF similar to the reaction described by Magnus et al (Scheme 2), but no reaction was observed at all. Obviously the azido ether 2a is much less reactive than the azidoamine 3 which is also witnessed by a much greater stability of 2a. However a review of the ...