246
Views
4
CrossRef citations to date
0
Altmetric
Original Articles

An efficient semi-synthesis and structure revision of a cytotoxic triterpenoid 25-acetoxy-3α-hydroxyolean-12-en-28-oic acid from Liquidamber styraciflua

, , , , &
Pages 271-276 | Received 28 Jun 2007, Accepted 18 Oct 2007, Published online: 17 Aug 2009
 

Abstract

An efficient partial synthesis of 25-acetoxy-3α-hydroxyolean-12-en-28-oic acid (1), starting from oleanolic acid (2), has been developed in an efficient manner (13 steps, 21% yield), employing a photochemical reaction of nitrite 8 for the introduction of C-25 substituting group as the key step. Based on the comparison of its spectral data with those reported for compound 1 isolated from Liquidamber styraciflua, we found the structure in that paper was incorrectly assigned, and should be revised as 3α-acetoxy-25-hydroxyolean-12-en-28-oic acid (15).

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.