A simple and efficient stereoselective synthesis of (−)-cleistenolide
✍ Scribed by T. Vijaya Kumar; K. Suresh Babu; J. Madhusudana Rao
- Book ID
- 113930576
- Publisher
- Elsevier Science
- Year
- 2012
- Tongue
- French
- Weight
- 359 KB
- Volume
- 53
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
## 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 _
=c = C k 1 . (128) (a): R' = R2 = C sH5 ( b ) : R' = R2 = Fluorenylidene ( C ) : R' = H, R2 = CsH5 ever, such a pseudorotation is extremely difficult for steric reasons. Compounds ( I 2 A ) are therefore remarkably stable. When heated dry to above its melting point (I 2a) undergoes 96% conversion i