𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Total synthesis of (±)-pyrenolide B

✍ Scribed by Morio Asaoka; Satoru Naito; Hisashi Takei

Book ID
104226767
Publisher
Elsevier Science
Year
1985
Tongue
French
Weight
200 KB
Volume
26
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

Synthesis of the title compound is described. Recently novel lo-membered keto lactones, pyrenolides A, B, and C, which possess a characteristic Z-diacylated olefin (RCOCH=CHCOOR) moiety, were isolated from pyrenophora teres, and they show interesting antifungal activities. 1)

In this paper we will report the first total synthesis of (+)-pyrenolide B.

📜 SIMILAR VOLUMES

Total Synthesis of (+)-Pyrenolide D
Total Synthesis of (+)-Pyrenolide D
✍ Kenneth M. Engstrom; Mario R. Mendoza; Mauricio Navarro-Villalobos; David Y. Gin 📂 Article 📅 2001 🏛 John Wiley and Sons 🌐 English ⚖ 82 KB 👁 2 views
Total Synthesis of (+)-Pyrenolide D
Total Synthesis of (+)-Pyrenolide D
✍ Kenneth M. Engstrom; Mario R. Mendoza; Mauricio Navarro-Villalobos; David Y. Gin 📂 Article 📅 2001 🏛 John Wiley and Sons 🌐 English ⚖ 82 KB 👁 2 views
Synthesis of (±)-Pyrenolide B
Synthesis of (±)-Pyrenolide B
✍ Attila Moricz; Elisabeth Gassmann; Stefan Bienz; Manfred Hesse 📂 Article 📅 1995 🏛 John Wiley and Sons 🌐 German ⚖ 528 KB

In the synthesis of the title compound 12, the important intermediate 7 was obtained in good yield from the easily available ethyl 5,5-ethylenedioxy-2-oxocyclohexane-1 -carboxylate (1) via ring enlargement of the bicyclic enol ether 5 (Scheme). Its reduction (NaBH,, CeCI, in EtOH) and subsequent pro