Issue 7, 2016
From the journal:

Chemical Communications

The stereoselective construction of E- and Z-Δ-Ile from E-dehydroamino acid ester: the synthesis of the phomopsin A tripeptide side chain†

Yoko Yasuno,a   Akito Nishimura,a   Yoshifumi Yasukawa,a   Yuma Karita,a   Yasufumi Ohfunea  and  Tetsuro Shinada*a  

* Corresponding authors

a Graduate School of Science, Osaka City University, 3-3-138, Sugimoto, Sumiyoshi, Osaka 558-8585, Japan

Abstract

The stereoselective synthesis of the phomopsin A tripeptide side chain was achieved by using methyl 2-(((benzyloxy)carbonyl)amino)-2-(diphenoxyphosphoryl)acetate as a common synthetic precursor for the synthesis of E-Δ-dehydroisoleucine and E-Δ-aspartate.

Graphical abstract: The stereoselective construction of E- and Z-Δ-Ile from E-dehydroamino acid ester: the synthesis of the phomopsin A tripeptide side chain

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Article information

DOI
https://doi.org/10.1039/C5CC08458J
Article type
Communication
Submitted
12 Oct 2015
Accepted
26 Nov 2015
First published
27 Nov 2015

Chem. Commun., 2016,52, 1478-1481

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The stereoselective construction of E- and Z-Δ-Ile from E-dehydroamino acid ester: the synthesis of the phomopsin A tripeptide side chain

Y. Yasuno, A. Nishimura, Y. Yasukawa, Y. Karita, Y. Ohfune and T. Shinada, Chem. Commun., 2016, 52, 1478 DOI: 10.1039/C5CC08458J

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