Journal
ORGANIC LETTERS
Volume 9, Issue 19, Pages 3713-3716Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol071047t
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Funding
- EPSRC [EP/E010814/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/E010814/1] Funding Source: researchfish
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We report the application of click chemistry for the synthesis of hybrid calixarenes appended on the upper rim with carbohydrate and N,C-protected alpha-amino acids. The chemoselective N- or C-deprotection of the (x-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.
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