Synthesis of highly fluorinated dipeptide building blocks

Authors
Koksch, B Mutze, K Osipov, SN Golubev, AS Burger, K
Citation
B. Koksch et al., Synthesis of highly fluorinated dipeptide building blocks, TETRAHEDR L, 41(20), 2000, pp. 3825-3828
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
20
Year of publication
2000
Pages
3825 - 3828
Database
ISI
SICI code
0040-4039(20000521)41:20<3825:SOHFDB>2.0.ZU;2-F
Abstract
A new approach to the synthesis of dipeptides containing up to three triflu oromethyl groups has been developed. The method is based on a [4+1]-cycload dition reaction of hexafluoroacetone or methyl 3,3,3-trifluoropyruvate deri ved N-acylimines and alpha-amino acid isocyanides. Acidic hydrolysis of the cycloadducts gives the trifluoromethylated dipeptides in good yields. (C) 2000 Elsevier Science Ltd. All rights reserved.