Synthesis of pyrrolidines and piperidines via palladium-catalyzed coupling of vinylic halides and olefinic sulfonamides

RC Larock, H Yang, SM Weinreb…

Index: Larock; Yang; Weinreb; Herr Journal of Organic Chemistry, 1994 , vol. 59, # 15 p. 4172 - 4178

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Citation Number: 70

Abstract

The pyrrolidine and piperidine ring systems are prevalent in nature and present a worthy target for new synthetic methodology.'g2 While the palladium-catalyzed coupling of iodobenzene and 3, 5-hexadienylamine derivatives produce unsaturated pyrrolidines, the yields are less than 25%(eq lL3 Heck has previously examined the vinylic halides with alkenoic acids (eq 316 and intramolecular versions of this type of process using olefinic ...