. omega.-Alkoxy lactams as dipolar synthons. Silicon-assisted synthesis of azabicycles and a. gamma.-amino acid

…, WJ Klaver, WN Speckamp

Index: Hiemstra, Henk; Klaver, Wim J.; Speckamp, W. Nico Journal of Organic Chemistry, 1984 , vol. 49, # 6 p. 1149 - 1151

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Citation Number: 25

Abstract

Summary: Alkylation of the lithium enolates derived from w-alkoxy lactams la-c with unsaturated iodides 4 affords 5 in high yields (Table I). Those alkylation products 5, which contain an allyl-or propargylsilane moiety, undergo cyclization on acid treatment to furnish a variety of bicyclic nitrogen compounds, one of which has been further transformed into a r- amino acid.