A formal total synthesis of (-)-brevisamide has been achieved. The synthetic approach highlights a chemoselective asymmetric dihydroxylation and a one-pot Fraser-Reid epoxidation/PMB protection reaction sequence.
A formal stereoselective synthesis of (−)-brevisamide
✍ Scribed by Yadav, J.S.; Raju, A.; Ravindar, K.; Subba Reddy, B.V.
- Book ID
- 120325210
- Publisher
- Elsevier Science
- Year
- 2013
- Tongue
- French
- Weight
- 484 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0040-4039
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## Abstract A novel formal synthesis of fumagillol, a direct precursor of the antiangiogenic sesquiterpene fumagillin, is described. The main features of the synthesis are a stereoselective Claisen−Ireland rearrangement, a ring‐closing metathesis, a chemo‐ and stereoselective dihydroxylation, and a