Vicinal epoxymesylates: substrates for iterative organocuprate Chemistry

Mark J. Kurth, Melwyn A. Abreo

Research output: Contribution to journalArticlepeer-review

12 Scopus citations


Reacting vicinal epoxymesylates of general structure i with higher order and mixed higher order organocuprate reagents is shown to be very selective for attack at the least hindered epoxide center. The iterative application of this reaction - a sequence which consists of cuprate opening of epoxide i, reformation of an epoxide (I→ii), and subsequent cuprate opening of this intermediate epoxide (ii→iii) - provides ready access to acyclic carbon frameworks with up to three contiguous stereogenic centers.

Original languageEnglish (US)
Pages (from-to)5085-5092
Number of pages8
Issue number15
StatePublished - 1990

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery


Dive into the research topics of 'Vicinal epoxymesylates: substrates for iterative organocuprate Chemistry'. Together they form a unique fingerprint.

Cite this