Absolute configurations of isoflavans

Autor: Kazu Kurosawa, Ian O. Sutherland, Otto R. Gottlieb, W. David Ollis, Brian T. Redman, Herbert M. Alves
Rok vydání: 1978
Předmět:
Zdroj: Phytochemistry. 17:1423-1426
ISSN: 0031-9422
DOI: 10.1016/s0031-9422(00)94602-8
Popis: The absolute configurations of isoflavans and isoflavanquinones isolated from Cyclolobium, Dalbergia and Machaerium species were established by comparison of their ORD curves with that of (3S)-5,7,3′,4′-tetra-methoxyisoflavan and (3S)-7,4′-dimethoxyisoflavan-2′,5′-quinone, respectively. The assignments were checked by the ozonolysis of the isoflavan (−)-duartin to (R)-paraconic acid and the oxidation of isoflavans to isoflavanquinones. The PMR spectra of the dihydropyran ring of the isoflavans are discussed in terms of the preferred conformation of this ring.
Databáze: OpenAIRE