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Hydroxymethyl salicylaldehyde-promoted ligation: a new functionalization for chemoselective ligations

Fouche, Marianne, Roth, Hans-Joerg, Masse, Florence, Furrer, David, Garcia Martin, Aimar and Ertl, Peter (2015) Hydroxymethyl salicylaldehyde-promoted ligation: a new functionalization for chemoselective ligations. Angewandte Chemie, Int. Ed., 17 (20). pp. 4936-4939. ISSN 1523-70601523-7052

Abstract

A new amide-forming ligation exhibiting an unprecedented selectivity for glycine is described herein. The distinguishing feature of this ligation is it's reliance on an ortho-hydroxymethyl salicylaldehyde ester at the C-terminus which allows, via an N,O-acetal intermediate, the formation of a native peptide bond.

Item Type: Article
Date Deposited: 26 Apr 2016 23:45
Last Modified: 26 Apr 2016 23:45
URI: https://oak.novartis.com/id/eprint/24857

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