The total synthesis of (À)-cleistenolide, a novel natural product recently isolated from the annonaceae species cleistochlamys kirkii oliver, is described. The synthesis proceeds starting from easily accessible D-manitol using a selective benzoylation, a selective acetonide deprotection, silylprotec
✦ LIBER ✦
Total Synthesis of (−)-Cleistenolide
✍ Scribed by Dokuburra Chanti Babu; Kankati Ashalatha; Chitturi Bhujanga Rao; Jon Paul Selvam Jondoss; Yenamandra Venkateswarlu
- Publisher
- John Wiley and Sons
- Year
- 2011
- Tongue
- German
- Weight
- 153 KB
- Volume
- 94
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Abstract
An efficient and short total synthesis of (−)‐cleistenolide (1) from D‐mannitol with an overall yield of 23.6% is described. The chiron approach for the synthesis of (−)‐cleistenolide involves a one‐C‐atom Wittig olefination, a selective allylic triethylsilyl protection, and a Grubbs‐catalyzed ring‐closure‐metathesis (RCM) reaction as the key steps.
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