Catalytic Removal of N-Allyloxycarbonyl Groups Using the [CpRu(IV)(π-C3H5)(2-quinolinecarboxylato)]PF6 Complex. A New Efficient Deprotecting Method in Peptide Synthesis
- 13 May 2006
- journal article
- research article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 71 (12), 4682-4684
- https://doi.org/10.1021/jo060445r
Abstract
A variety of amines including even sterically less demanding and highly nucleophilic secondary amines have been efficiently deprotected without decarboxylative N-allylation from the corresponding N-allyloxycarbonyl (N-AOC) compounds by using a catalytic amount of [CpRu(IV)(π-C3H5)(2-quinolinecarboxylato)]PF6 in the presence of 1 molar amount of trifluoromethanesulfonic acid, the general utility of which has been demonstrated by the efficient synthesis of a collagen protein unit tripeptide, Pro-Pro-Gly.Keywords
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