𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of the C1C9 segment of epothilons

✍ Scribed by Eckhard Claus; Axel Pahl; Peter G. Jones; Hartmut M. Meyer; Markus Kalesse


Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
174 KB
Volume
38
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


The CI-C9 segment of epothilons was generated by an aldol reaction between chiral aldehyde 3 and ethyl ketone 4. Removal of the TBS protecting groups and debenzylation generated spiro ketal 13 which was analyzed by X-ray crystallography.


📜 SIMILAR VOLUMES


Synthesis of the C(1)-C(9) segment of th
✍ Johann Mulzer; Andreas Mantoulidis 📂 Article 📅 1996 🏛 Elsevier Science 🌐 French ⚖ 213 KB

The C( 1)-C(9) segment 3 of the macrolides epothilon A and B 1, two new cytotoxic natural products, has been synthesized in a direct manner. Key steps in the synthesis are a stereoselective aldol reaction of 6 and 7 and a Brown allylation of 9.

An enantioselective synthesis of the C1
✍ Arun K. Ghosh; Jae-Hun Kim 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 174 KB

A stereocontrolled synthesis of the C 1 C 9 segment of the marine natural product peloruside A is described. The key steps involve Sharpless's catalytic asymmetric dihydroxylation reaction, a chelation-controlled reduction of chiral b-alkoxy ketones to elaborate the syn-1,3-diol functionality and a