2005

Pyridine derivativesR 0380 Iodine-Induced Cyclizations of N-Alkoxyaminoalkenes. A Stereocontrolled Ap-

proach to trans-2,6-Disubstituted Piperidine Alkaloids. — γ-Alkenyl-N-alkoxy-amines undergo iodine-mediated cyclization to give 2,6-trans-disubstituted piperidines preferentially. The utility of product (VIII) is demonstrated by its conversion to the piperidine (X) providing an overall preparation of a nonracemic piperidine diol from acyclic, optically active alcohols. — (WILLIAMS*, D. R.; OSTERHOUT, M. H.; AMATO, G. S.; Heterocycles 64 (2004) 45-50; Dep. Chem., Indiana Univ., Bloomington, IN 47405, USA; Eng.) — Mais

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