APPLICATIONS OF PENTAFLUOROPHENYLESTER COUPLING IN THE SYNTHESIS OF CYCLODEPSIPEPTIDES RELATED TO VALINOMYCINS

Citation
Yl. Dory et al., APPLICATIONS OF PENTAFLUOROPHENYLESTER COUPLING IN THE SYNTHESIS OF CYCLODEPSIPEPTIDES RELATED TO VALINOMYCINS, Tetrahedron, 52(4), 1996, pp. 1343-1360
Citations number
24
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
52
Issue
4
Year of publication
1996
Pages
1343 - 1360
Database
ISI
SICI code
0040-4020(1996)52:4<1343:AOPCIT>2.0.ZU;2-4
Abstract
A number of strategies of synthesis of cyclic depsipeptides are examin ed including cyclisation protocols based on pentafluorophenyl esters. The alternatives of amine protection as benzyloxycarbonl or t-butoxyca rbonyl derivatives are examined and optimum results are obtained by re lease of the amino functionality by in situ hydrogenolysis. Tile value of these protocols in relation to the ring size of tile target peptid e is studied.