SOLID-PHASE SYNTHESIS OF PEPTIDES USING ALLYLIC ANCHORING GROUPS .2. PALLADIUM-CATALYZED CLEAVAGE OF FMOC-PROTECTED PEPTIDES

Citation
P. Lloydwilliams et al., SOLID-PHASE SYNTHESIS OF PEPTIDES USING ALLYLIC ANCHORING GROUPS .2. PALLADIUM-CATALYZED CLEAVAGE OF FMOC-PROTECTED PEPTIDES, Tetrahedron letters, 35(25), 1994, pp. 4437-4440
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
35
Issue
25
Year of publication
1994
Pages
4437 - 4440
Database
ISI
SICI code
0040-4039(1994)35:25<4437:SSOPUA>2.0.ZU;2-G
Abstract
High yields for the cleavage reaction of Fmoc-protected peptide segmen ts from an allylic handle may be obtained using tributyltin hydride in the presence of (Ph(3)P)PdCl2 in a 1:1 mixture of DMF/DCM. Alternativ ely the cleavage reaction may be carried out using NMA as nucleophile in a 2:2:1 mixture of DMSO/THF/0.5M HCl in the presence of (Ph(3)P)(4) Pd. The Fmoc group is completely stable to both these cleavage methods .