Upper rim appended hybrid calixarenes via click chemistry

S.P. Bew, R.A. Brimage, N. L'Hermite, S.V. Sharma

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80 Citations (Scopus)

Abstract

We report the application of "click" chemistry for the synthesis of hybrid calixarenes appended on the upper rim with carbohydrate and N,C-protected α-amino acids. The chemoselective N- or C-deprotection of the α-amino acids and their subsequent transformation into dipeptides is described. The first example of a chemo-enzymatic synthesis on upper rim derived calix[4]arenes using trans-sialidase affords sialylated lactose calix[4]arenes. Our innovative chemo-enzymatic process paves the way for further applications. © 2007 American Chemical Society.
Original languageEnglish
Pages (from-to)3713-3716
Number of pages4
JournalOrganic Letters
Volume9
Issue number19
DOIs
Publication statusPublished - 13 Sep 2007

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