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Allylation and propargylation of chiral cyanopropanoates: An efficient route to long chain α‐substituted α‐methyl α‐amino acids
Author(s) -
Cativiela Carlos,
DíazDeVillegas María D.,
Gálvez José A.,
Ronco Eva
Publication year - 2003
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.10312
Subject(s) - chemistry , chirality (physics) , amino acid , side chain , stereochemistry , alpha (finance) , combinatorial chemistry , organic chemistry , chiral symmetry , biochemistry , physics , quantum mechanics , nambu–jona lasinio model , quark , polymer , medicine , construct validity , nursing , patient satisfaction
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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