Alkylation and aldol reactions of acyl derivatives of N-1-(1 '-naphthyl)ethyl-O-tert-butylhydroxylamine: asymmetric synthesis of alpha-alkoxy-, alpha-substituted-beta-alkoxy- and alpha,beta-dialkoxyaldehydes

Treatment of a range of O-protected glycolate derivatives of the chiral auxiliary N-1-(1′-naphthyl)ethyl-O-tert-butylhydroxylamine with KHMDS in the presence of 18-crown-6 followed by addition of an alkyl halide generates α-substituted derivatives with very high levels of diastereoselectivity. Alter...

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Bibliographic Details
Main Authors: Chernega, A, Davies, S, Fletcher, A, Goodwin, C, Hepworth, D, Prasad, R, Roberts, P, Savory, E, Smith, A, Thomson, J
Format: Journal article
Language:English
Published: 2010