Stereocontrolled synthesis of Ψ[CH=CH] dipeptide isosteres

A new Stereocontrolled synthesis of the Ψ[CH=CH] dipeptide isostere is described. They key step of the sequence relies on the stereospecific α‐alkylation of δ‐amino‐γ‐mesyloxy‐α,β‐unsaturated esters. The broad availability of nucleophilic α‐side chains by this method allows the preparation of a wide...

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Veröffentlicht in:International Journal of Peptide and Protein Research 1991-09, Vol.38 (3), p.237-241
Hauptverfasser: KEMPF, DALE J., WANG, XIU CHUN, SPANTON, STEPHEN G.
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container_title International Journal of Peptide and Protein Research
container_volume 38
creator KEMPF, DALE J.
WANG, XIU CHUN
SPANTON, STEPHEN G.
description A new Stereocontrolled synthesis of the Ψ[CH=CH] dipeptide isostere is described. They key step of the sequence relies on the stereospecific α‐alkylation of δ‐amino‐γ‐mesyloxy‐α,β‐unsaturated esters. The broad availability of nucleophilic α‐side chains by this method allows the preparation of a wide variety of Ψ[CH=CH] isosteres with predictable stereochemistry.
doi_str_mv 10.1111/j.1399-3011.1991.tb01434.x
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source Wiley Online Library - AutoHoldings Journals; MEDLINE
subjects Aliphatic compounds
Alkylation
Chemistry
dipeptide isostere
Dipeptides - chemistry
Esters - chemistry
Exact sciences and technology
Models, Molecular
Organic chemistry
peptidomimetic
Preparations and properties
Stereoisomerism
title Stereocontrolled synthesis of Ψ[CH=CH] dipeptide isosteres
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