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■ An N-Acyliminium Route to the 8-Azabicyclo[3.2.1]octane (Tropane) and the 9-Azabicyclo[4.2.1]nonane Ring System Synthesis of (±)-Anatoxin-A

Peter M. Esch, Henk Hiemstra, Wim J. Klaver, and W. Nico Speckamp

*Organic Chemistry Department, University of Amsterdam, Nieuwe Achtergracht 129, 1018 WS Amsterdam, The Netherlands

Abstract

Propargyl and ally 1 silanes 20-22, readily prepared from succinimide, cyclize on dissolution in formid acid to azabicycles 23-25 in excellent yields.