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Allylation and propargylation of chiral cyanopropanoates: An efficient route to long chain α-substituted α-methyl α-amino acids

✍ Scribed by Carlos Cativiela; María D. Díaz-De-Villegas; José A. Gálvez; Eva Ronco

Publisher: John Wiley and Sons
Year: 2003
Tongue: English
Weight: 160 KB
Volume: 16
Category: Article
ISSN: 0899-0042
DOI: 10.1002/chir.10312

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✦ Synopsis

Abstract

α‐Methyllysine and 2‐amino‐2‐methylundecanoic acid, two α,α‐disubstituted unnatural glycines, were synthesized using highly diastereoselective allylation or propargylation of chiral (1__S__,2__R__,4__R__)‐10‐dicyclohexylsulfamoylisobornyl 2‐cyanopropanoate as the key step to introduce the long side chain. Chirality 16:106–111, 2004. © 2004 Wiley‐Liss, Inc.

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