Phorbol Rearrangements

Research output: Contribution to journalJournal articleResearchpeer-review

An alternative procedure for isolation of 4β-phorbol from seeds of Croton tiglium has been developed, and an
artifact containing a furan ring formed by rearrangement of 12,13,20-O-triacylated phorbol derivatives into (6bS,7R,8R,8aS)-2-
(hydroxymethyl)-5,7,9,9-tetramethyl-3,7,8,9,9a,9b-hexahydrocyclopropa[3′,4′]benzo[1′,2′:3,4]cyclohepta[1,2-b]furan-6b,8,8atriol
(8a) has been characterized. A mechanism involving an oxidative rearrangement and a decarboxylation for formation of the
artifact is proposed.
Original languageEnglish
JournalJournal of Natural Products
Volume81
Issue number9
Pages (from-to)2134-2137
Number of pages4
ISSN0163-3864
DOIs
Publication statusPublished - 15 Sep 2018

ID: 202426226