The stereochemistry of migrated hopanes epimeric at C-21

W. David Nes, Rick C. Heupel, Mabry Benson, Allan E. Stafford, William F. Haddon

Research output: Contribution to journalArticlepeer-review

10 Scopus citations


The structures of four migrated hopanes, isolated from Sorghum bicolor and epimeric at C-21 and/or enantiomeric at the C-8, C-13, C-14, C-17, C-18, and C-21 positions: fernenol, 21-epifernenol (trematol), isoarborinol, and 21-epi-isoarborinol (sorghumol, a previously unidentified pentacycle), have been determined by analysing the chromatographic (g.l.c. and h.p.l.c.), spectral (mass and 1H n.m.r.), and physical constant (m.p.) data of the naturally occurring (free) and chemically synthesized acetate and methyl ether derivatives.

Original languageEnglish
Pages (from-to)223-225
Number of pages3
JournalJournal of the Chemical Society, Chemical Communications
Issue number4
StatePublished - 1984


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