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Synthesis of C 3-symmetric star-shaped molecules containing α-amino acids and dipeptides via Negishi coupling as a key step.


ABSTRACT: We demonstrate a new synthetic strategy toward star-shaped C 3-symmetric molecules containing α-amino acid (AAA) derivatives and dipeptides. In this regard, trimerization and Negishi cross-coupling reactions are used as the key steps starting from readily available 4'-iodoacetophenone and L-serine. These C 3-symmetric molecules containing AAA moieties are useful to design new ligands suitable for asymmetric synthesis and peptide dendrimers.

SUBMITTER: Kotha S 

PROVIDER: S-EPMC6369998 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature

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Synthesis of <i>C</i> <sub>3</sub>-symmetric star-shaped molecules containing α-amino acids and dipeptides via Negishi coupling as a key step.

Kotha Sambasivarao S   Todeti Saidulu S  

Beilstein journal of organic chemistry 20190208


We demonstrate a new synthetic strategy toward star-shaped <i>C</i> <sub>3</sub>-symmetric molecules containing α-amino acid (AAA) derivatives and dipeptides. In this regard, trimerization and Negishi cross-coupling reactions are used as the key steps starting from readily available 4'-iodoacetophenone and L-serine. These <i>C</i> <sub>3</sub>-symmetric molecules containing AAA moieties are useful to design new ligands suitable for asymmetric synthesis and peptide dendrimers. ...[more]

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