𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Improved synthesis of the northern hemisphere of epothilone A by a Sharpless asymmetric dihydroxylation

✍ Scribed by Monika Quitschalle; Markus Kalesse

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
195 KB
Volume
40
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

An improved synthesis of the northern hemisphere of epothilone A is described. This approach utilizes the Sharpless asymmetric dihydroxylation of 5-hexen-2-one (allyl acetone) to generate the precursor for the Wittig reaction and the subsequent ring closing metathesis reaction (RCM). This strategy allows to generate precursor 13 as both enantiomers from ready available starting material in a very. efficient manner.

πŸ“œ SIMILAR VOLUMES

A new highly stereoselective constructio
A new highly stereoselective construction of the sidechain of squalamine through improved Sharpless catalytic asymmetric dihydroxylation
✍ Xiang-Dong Zhou; Feng Cai; Wei-Shan Zhou πŸ“‚ Article πŸ“… 2001 πŸ› Elsevier Science 🌐 French βš– 81 KB

A new highly stereoselective construction of the sidechain of squalamine has been achieved by using methyl-3-keto-5achenodeoxycholanate (2) as the starting material and an improved Sharpless catalytic asymmetric dihydroxylation as the key step.