Structural studies of some hydroxyeriobrucinol derivatives

Emilio L. Ghisalberti, Philip R. Jefferies, Colin L. Raston, Brian W. Skelton, Allan H. White, Graeme K. Worth

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

Single-crystal X-ray structure determinations of the acetate derivative of hydroxyeriobrucinol methyl ether (1) and eriobrucinol methyl ether (2) have been carried out and confirm their structures and relative configurations. A tentative assignment of absolute configuration for the system has been made on the basis of a structure determination carried out on a non-stoicheiometric brominated derivative (3) of (1), and is consistent with that derived for (-)-bruceol. Conformational inversion of the dihydropyran ring from a half-boat in (1) to a half-chair in the bromo-derivative is observed and parallels that noted in solution for these compounds.

Original languageEnglish
Pages (from-to)576-582
Number of pages7
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number3
DOIs
Publication statusPublished - 1981
Externally publishedYes

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