Stereoselective synthesis of substituted tetrahydrofurans - identification and analysis by proton NMR and MNDO, MM2 calculations

P. Tarakeshwar, Javed Iqbal, S. Manogaran

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

Methyl acetoacetate and terminal olefins react in the presence of cobalt(II) acetate and oxygen to give 5-alkyl-2-hydroxy-2-methyl-3-methoxycarbonyl tetrahydrofurans in a highly stereoselective manner. Proton NMR, semiempirical MNDO and empirical MM2 methods are used to identify the particular diastereomer and the energetics of the different isomers are discussed.

Original languageEnglish (US)
Pages (from-to)297-304
Number of pages8
JournalTetrahedron
Volume47
Issue number2
DOIs
StatePublished - Jan 1991
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Stereoselective synthesis of substituted tetrahydrofurans - identification and analysis by proton NMR and MNDO, MM2 calculations'. Together they form a unique fingerprint.

Cite this