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A new approach to the stereoselective synthesis of conveniently protected α-allyl substituted amino acids; chiral key compounds in the synthesis of constrained peptide isostere constituents

✍ Scribed by Ramón Badorrey; Carlos Cativiela; Maria D. Díaz-de-Villegas; JoséA. Gálvez; Yolanda Lapeña

Publisher: Elsevier Science
Year: 1997
Tongue: English
Weight: 448 KB
Volume: 8
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(96)00516-2

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✦ Synopsis

Enantiomerically pure ot-allyl-N-Boc-aminoamides were prepared by Curtius rearrangement of tx,ct-dialkyl chiral 2-cyanoesters obtained by the diastereoselective allylation of chiral 2-cyanoesters according to a modification of our previously described procedure.

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rearrangement of the corresponding acylazides to the amine (VI). -(BADORREY, R.; CATIVIELA, C.;