The Journal of Organic Chemistry

Peripheral synthesis of secondary medium-ring nitrogen heterocycles

MG Reinecke, RG Daubert

Index: Reinecke,M.G.; Daubert,R.G. Journal of Organic Chemistry, 1973 , vol. 38, p. 3281 - 3287

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Citation Number: 27

Abstract

Three methods for preparing secondary azacyclononanes from 9-substituted indolizidines were investigated. The first method utilized previously developed ring-opening reactions to give AT-benzylazacyclononanes, which were debenzylated by cleavage with alkyl chloroformates. N-Benzyl-5-ethylideneazacyclononane (8) was converted to 11 in this way via either the ethyl or the 2, 2, 2-trichloroethyl carbamate. The former group was removed ...