Tetrahedron

The hydroazocine route to highly functionalized pyrrolizidines

LV Yerino, ME Osborn, PS Mariano

Index: Yerino,L.V.; Osborn,M.E.; Mariano,P.S. Tetrahedron, 1982 , vol. 38, p. 1579

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Citation Number: 15

Abstract

Studies of the preparation of 1, 8-dihydroazocines and transannular cyclization of hydroazocines to produce functionalized pyrrolizidines are described. Results are presented which demonstrate that unsymmetrically substituted acetylenes bearing at least one electron withdrawing groups undergo efficient cycloaddition to 1-β-styryl-1, 2-dihydropyridine producing in a regio-selective fashion 3, 4-disubstituted-1, 8-dihydroazocines. The ...