Seebach's conjunctive reagent enables double cyclizations

Brent D. Chandler, Jason T. Roland, Yukai Li, Erik J. Sorensen

Research output: Contribution to journalArticlepeer-review

14 Scopus citations


(Figure presented) When ketones flanked on both sides by nucleophilic atoms react with Seebach's nitropropenyl pivaloate reagent, direct couplings take place to give two new ring systems and three bonds. Cis-ring fusions are observed in unions leading to 5,5-, 5,6-, and 6,6-bicycles. Densely functionalized and rigid frameworks may be rapidly formed by the chemistry described herein.

Original languageEnglish (US)
Pages (from-to)2746-2749
Number of pages4
JournalOrganic letters
Issue number12
StatePublished - Jun 18 2010

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry


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