Synthesis of Pyrrolidines and Piperidines via Palladium-Catalyzed Coupling of Vinylic Halides and Olefinic Sulfonamides

Richard C. Larock, Hoseok Yang, Steven M. Weinreb, R. Jason Herr

Research output: Contribution to journalArticle

64 Scopus citations

Abstract

The palladium-catalyzed coupling of vinylic halides and olefinic sulfonamides affords good yields of 2-(1-alkenyl)pyrrolidine and -piperidine sulfonamides via vinylpalladium addition to the olefin, regioselective rearrangement to a π-allylpalladium intermediate, and subsequent intramolecular nucleophilic displacement of palladium.

Original languageEnglish (US)
Pages (from-to)4172-4178
Number of pages7
JournalJournal of Organic Chemistry
Volume59
Issue number15
DOIs
StatePublished - Jul 1 1994

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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