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  • Site-selective conversion of azido groups at carbonyl α-positions into oxime groups leading triazide to a triple click conjugation scaffold.

Site-selective conversion of azido groups at carbonyl α-positions into oxime groups leading triazide to a triple click conjugation scaffold.

Chemical communications (Cambridge, England) (2018-12-21)
Taiki Yokoi, Tomomi Ueda, Hiroki Tanimoto, Tsumoru Morimoto, Kiyomi Kakiuchi
ABSTRACT

This paper reports the selective conversion of alkyl azido groups at the carbonyl α-position into oximes through β-elimination of dinitrogen, followed by transoximation. With this method and diazo conversion, a triazido molecule was transformed into a triple click conjugation scaffold allowing one-pot four-component coupling.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
5-(Biotinamido)pentylamine TFA Salt, ≥95%