Click chemistry inspired synthesis of ferrocene amino acids and other derivatives

This work reports the synthesis of a wide range of ferrocenyl-amino acids and other derivatives in excellent yield. Diverse amino acid containing azides were synthesized and ligated to ferrocene employing click reaction to access ferrocenyl amino acids. Chiral alcohols, esters, diols, amines contain...

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Bibliographic Details
Published in:Tetrahedron 2010-02, Vol.66 (6), p.1327-1334
Main Authors: Sai Sudhir, V., Phani Kumar, N.Y., Chandrasekaran, S.
Format: Article
Language:English
Subjects:
Chemistry
Click chemistry
Cycloaddition
Exact sciences and technology
Ferrocene amino acids
Ferrocene based chiral derivatives
Heterocyclic compounds
Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings
Organic chemistry
Peptides
Preparations and properties
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Summary:This work reports the synthesis of a wide range of ferrocenyl-amino acids and other derivatives in excellent yield. Diverse amino acid containing azides were synthesized and ligated to ferrocene employing click reaction to access ferrocenyl amino acids. Chiral alcohols, esters, diols, amines containing azido group were tagged to ferrocene via click reaction to generate ferrocene derived chiral derivatives. A novel strategy for direct incorporation of ferrocene into a peptide and a new route to 1, 1′disubstituted ferrocene amino acid derivative are reported. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2009.12.011