Asymmetric Total Synthesis of Stagonolide G
✍ Scribed by Dasari Ramesh; Singanaboina Rajaram; Peddikotla Prabhakar; Udugu Ramulu; Dorigondla Kumar Reddy; Yenamandra Venkateswarlu
- Book ID
- 102257562
- Publisher
- John Wiley and Sons
- Year
- 2011
- Tongue
- German
- Weight
- 159 KB
- Volume
- 94
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
A simple asymmetric total synthesis of stagonolide G (1) is described. Asymmetric dihydroxylation, regioselective epoxide ring opening, and vinyl Grignard reactions are involved in generating the stereogenic centers C(4) and C(8), followed by __Grubbs‐II‐__catalyzed ring‐closing metathesis (RCM).
📜 SIMILAR VOLUMES
First stereoselective total synthesis of nonenolide stagonolide G involving a convergent strategy is described. The key reactions include Keck allylation and Grubbs ring closing metathesis reaction.
Jacobsen's kinetic resolution, Sharpless epoxidation, Stille-Gennari, and Yamaguchi lactonization as key reactions.