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Protecting group migration in the chemistry of 1-t-butyldimethylsilyl-4-hydroxymethyl-2-azetidinone

Description : The alkoxide anion derived from 1-t-butyldimethylsilyl-4-hydroxymethyl-2-azetidinone (1) rearranged at -78degreesC into amide anion by N-O migration of the silyl protecting group. The occurrence of this intermediate was proved by quenching with benzyl bromide and phenethyl chloroformate, giving resp...
Language(s) : English
Subject(s) : N-silylation , O-silylation , silyl migration , beta-lactam
Publisher(s) : Oxford Pergamon-elsevier Science Ltd
Contributor(s) : UCL - FSA/AUCE - Département d'architecture, d'urbanisme et de génie civil environnemental
Source(s) :
Publication Date(s) : 2003-01-01