✦ LIBER ✦

First total synthesis of theopederin B

✍ Scribed by Yoshinori Nishii; Tsuyoshi Higa; Shunya Takahashi; Tadashi Nakata

Book ID: 104096429
Publisher: Elsevier Science
Year: 2009
Tongue: French
Weight: 339 KB
Volume: 50
Category: Article
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2009.03.066

No coin nor oath required. For personal study only.

✦ Synopsis

Total synthesis of theopederin B, isolated from marine sponge, was accomplished by coupling pederic acid, as the left half, with trioxodecaline amine as the right half. Key reactions for synthesizing the amine were SmI 2 -promoted Reformatsky reaction, stereoselective allylation followed by Sharpless asymmetric epoxidation for construction of the functionalized side chain, and 1,3-dioxane ring construction followed by azide insertion.

📜 SIMILAR VOLUMES

Total Synthesis of Theopederin D

✍ Michael E. Green; Jason C. Rech; Paul E. Floreancig 📂 Article 📅 2008 🏛 John Wiley and Sons 🌐 English ⚖ 334 KB 👁 2 views

Total Synthesis of Theopederin D

✍ Michael E. Green; Jason C. Rech; Paul E. Floreancig 📂 Article 📅 2008 🏛 John Wiley and Sons 🌐 English ⚖ 334 KB 👁 1 views

ChemInform Abstract: Total Synthesis of

ChemInform Abstract: Total Synthesis of Theopederin D.

✍ Michael E. Green; Jason C. Rech; Paul E. Floreancig 📂 Article 📅 2008 🏛 John Wiley and Sons ⚖ 19 KB 👁 1 views

First total synthesis of (±)-brasiliquin

First total synthesis of (±)-brasiliquinone B

✍ Mahesh L. Patil; Hanumant B. Borate; Datta E. Ponde; Baburao M. Bhawal; Vishnu H 📂 Article 📅 1999 🏛 Elsevier Science 🌐 French ⚖ 108 KB

Brasiliquinone B (2) was synthesized from 7-methoxy-l-tetralone in 8 steps making use of Friedel-Crafts alkylation as a key step.

First total synthesis of strobilurin B

✍ Marius Sutter 📂 Article 📅 1989 🏛 Elsevier Science 🌐 French ⚖ 208 KB

A general approach to the synthesis of all known strobilurins -a class of natural products -is outlined with strobilurin B as an example. Strobilurin A (1) was first isolated in 1969 under the name of mucidin by Musilek and co-workers 1) from the fungus Oudemansiella mucida. The structure as well a

First total synthesis of (±)-adunctin B

✍ Kenji Arimitsu; Sayo Nomura; Hiroki Iwasaki; Minoru Ozeki; Masayuki Yamashita 📂 Article 📅 2011 🏛 Elsevier Science 🌐 French ⚖ 255 KB