Retigeranic Acid Research Articles

Short, enantioselective synthesis of (−)-retigeranc acid via [2+3] annulation

The total synthesis of retigeranic acid 1 was achieved in 14 steps from menthene. The key features involved the vinylcyclopropanation of enone 6 with the dienolate anion of 5 to furnish vinylcyclopropane 4 and its rearrangement to pentacycle 3 in an overall [2+3] cyclopentene annulation sequence.

Enantiospecific total synthesis of natural (-)-retigeranic acid A and two (-)-retigeranic acid B candidates

Enantiospecific total synthesis of natural (-)-retigeranic acid A and two (-)-retigeranic acid B candidates

Terpenic acids by cyclopentene annulation of exocyclic dienes. Synthesis of the triquinane portion of retigeranic acid

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTTerpenic acids by cyclopentene annulation of exocyclic dienes. Synthesis of the triquinane portion of retigeranic acidTomas Hudlicky and Robert P. ShortCite this: J. Org. Chem. 1982, 47, 8, 1522–1527Publication Date (Print):April 1, 1982Publication History Published online1 May 2002Published inissue 1 April 1982https://doi.org/10.1021/jo00347a031RIGHTS & PERMISSIONSArticle Views493Altmetric-Citations33LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (859 KB) Get e-Alerts Get e-Alerts

X-ray studies of C25 terpenoids. IV. The crystal structure of retigeranic acid p-bromoanilide

The structure of retigeranic acid, C25H2802, a C25 terpenoid isolated from a lichen, has been determined by X-ray analysis of its p-bromoanilide. The crystal is monoclinic, space group P21 with a= 13142, b=937~, c= 1149a ~, fl= 10242 °, Z=2. The absolute crystal structure was determined from the phases calculated by the anomalous dispersion method for 409 Friedel pairs measured on a four-circle diffractometer with Mo Kct radiation. Refinement of the structure was carried out by the least-squares method for 1638 independent reflexions measured with Cu K~ radiation. The final R value is 0.09 without hydrogen atoms. The molecule has a unique pentacyclic structure consisting of four five-membered rings and one six-membered ring. The structure has no close correlation with the sesterterpenes known to date.

Retigeranic acid, a novel sesterterpene isolated from the lichens of [formula omitted] group

Retigeranic acid, a novel sesterterpene isolated from the lichens of [formula omitted] group