𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Total synthesis of (±)-rhopaloic acid A

✍ Scribed by Barry B. Snider; Feng He


Book ID
104257575
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
147 KB
Volume
38
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


A six-step synthesis of rhopaloic acid A (1E) was accomplished in 25% overall yield using the Pd(II)mediated cyclization and methoxycarbonylation of allenyl alcohol 3, which affords 83% of a 6:1 mixture of tetrahydropyranylacrylates 2 and 8, as the key step.


📜 SIMILAR VOLUMES


ChemInform Abstract: Stereoselective Syn
✍ R. TAKAGI; A. SASAOKA; H. NISHITANI; S. KOJIMA; Y. HIRAGA; K. OHKATA 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 36 KB 👁 2 views

Stereoselective Syntheses of (+)-Rhopaloic Acid A and (-)-ent-and (±)-rac-Rhopaloic Acid A. -Total syntheses of natural rhopaloic acid (XIII), its enantiomer and racemate via successive homologation of farnesol (I) and cyclization to form the tetrahydropyran ring are described. The asymmetric synthe

ChemInform Abstract: Asymmetric Synthesi
✍ Hiroko Nishitani; Asami Sasaoka; Munetaka Tokumasu; Katsuo Ohkata 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 29 KB 👁 1 views

Asymmetric Synthesis of Rhopaloic Acid A Analogues and Their Biological Properties. -In order to study structure-activity relationships of cytotoxic rhopaloic acid, related analogues such as (X) are synthesized. The routes are based on asymmetric alkylation of a chiral oxazolidine (I) and construct