Synthesis and reactivity of open-chain and cyclic 2-cyano zinc and copper organometallics

Tahir N. Majid, Ming Chang P. Yeh, Paul Knochel

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

Various open-chain and cyclic β-cyano zinc and copper organometallics can be prepared by the reaction of the corresponding organic halides with zinc and subsequent transmetalation with CuCN · 2 LiCl. They react in fair to good yields with various organic electrophiles (enones, allylic bromides and benzoyl chloride) affording highly functionalized nitriles. High diastereoselectivities have been observed in coupling reactions with the cyclic 2-cyano organocopper derivatives. The x-ray structure of cyanoethylzinc iodide is also reported.

Original languageEnglish
Pages (from-to)5069-5072
Number of pages4
JournalTetrahedron Letters
Volume30
Issue number38
DOIs
Publication statusPublished - 1989

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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