𝔖 Bobbio Scriptorium
✦   LIBER   ✦

A divergent approach to apoptolidin and FD-891: asymmetric preparation of a common intermediate

✍ Scribed by Shu-Sin Chng; Jia Xu; Teck-Peng Loh


Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
395 KB
Volume
44
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


Biologically active Apoptolidin and FD-891 have structural similarity in their macrocyclic cores. Asymmetric preparation of a common intermediate in the total synthesis of these two macrolides is presented. A modified Masuyama Sn-allylation was employed to control the relative stereochemistry in the synthesis of the intermediate.


πŸ“œ SIMILAR VOLUMES


A divergent approach to the preparation
✍ Douglas S. Masterson; Kinkini Roy; Dale A. Rosado; Marilyn Fouche πŸ“‚ Article πŸ“… 2008 πŸ› John Wiley and Sons 🌐 English βš– 205 KB

## Abstract Malonate diesters containing a prochiral quaternary carbon have been successfully transformed into analogs of cysteine and serine. The chiral half‐esters are obtained in good yield, and enantioselectivity by selective hydrolysis using Pig‐Liver Esterase (PLE) as the catalyst. The result

Application of selenosulfonation to mari
✍ Thomas G Back; John R Proudfoot; Carl Djerassi πŸ“‚ Article πŸ“… 1986 πŸ› Elsevier Science 🌐 French βš– 187 KB

The title compounds were synthesized from a readily available steroidal acetylene by a protocol employing selenosulfonation, introduction of the appropriate side chain at C-24 via an alkyl selenocuprate, and reductive desulfonylation. A similar elimination has been observed in the reaction of the s