Cyclopropylcarbinyl radical-mediated ring expansion to seven-membered carbocycles

Eric J. Kantorowski, Babak Borhan, Saman Nazarian, Mark J. Kurth

Research output: Contribution to journalArticle

8 Scopus citations

Abstract

Radical-mediated ring expansion methodology is presented wherein 7- membered carbocycles can be prepared from the corresponding xanthate derivatives of bicyclo[4.1.0]heptan-1-methanol. In certain systems, an intermediate cycloheptyl radical appears to be kinetically favored over the cyclohexyl radical, but the direction of cyclopropylcarbinyl radical fragmentation is subject to substitution about the bicyclo[4.1.0]heptan-1- methyl ring.

Original languageEnglish (US)
Pages (from-to)2483-2486
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number17
DOIs
StatePublished - Apr 23 1998

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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