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Most Requested Journal Articles 4Q06-Chemistry and Related

Following is one of the journal articles most requested by researchers using CAS electronic products.

 

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CAS indexed 30 chemical substances from this document. CAS subject entries for this document include: Cycloaddition reaction; Cycloaddition reaction catalysts; Peptides, preparation.

CAPLUS COPYRIGHT 2007 ACS on STN

TITLE:	Chemoselective Formation of Successive Triazole Linkages in One Pot: "Click-Click" Chemistry
AUTHOR(S):	Aucagne, Vincent; Leigh, David A.
CORPORATE SOURCE:	School of Chemistry, University of Edinburgh, Edinburgh, EH9 3JJ, UK
SOURCE:	Organic Letters (2006), 8(20), 4505-4507 CODEN: ORLEF7; ISSN: 1523-7060
PUBLISHER:	American Chemical Society
LANGUAGE:	English

ABSTRACT:
A methodol. for the successive regiospecific "clicking" together of three components in one pot via two triazole linkages is reported. The protocol utilizes copper(I)-mediated alkyne-azide cycloaddn. reactions combined with a silver(I)-catalyzed TMS-alkyne deprotection under mild hydro-alc. conditions. We exemplify the approach with peptide-based components to illustrate its compatibility with polyfunctionalized biomols. The method constitutes a promising tool for peptide ligation. We also provide a procedure for directly using TMS-alkynes as the cycloaddn. partner in classical "click" chem.