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Asymmetric synthesis of α-substituted propynyl amines. Application to the preparation of a polysubstituted dihydroisoindoline framework

✍ Scribed by Jérôme Blanchet; Martine Bonin; Laurent Micouin; Henri-Philippe Husson

Book ID
104230427
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
64 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

A new route towards the asymmetric preparation of a-substituted propynylamines has been developed. The key step involved a diastereoselective addition of diethylalkynylaluminum to oxazolidines derived from R-(-)-phenylglycinol. The use of this reaction for the rapid preparation of a polysubstituted isoindoline framework is described.

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Asymmetric synthesis of α-substituted am
Asymmetric synthesis of α-substituted amino acids and amines by carbon–carbon bond formation in position α to the nitrogen
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## Abstract The asymmetric synthesis of α‐substituted α‐amino acids and propargylamines is described. As chiral auxiliary we used (__S__)‐(–)‐1‐dimethoxymethyl‐2‐methoxymethylpyrrolidine (SDMP, **1**). Treatment of the amino acids or amines with SDMP **1** afforded the corresponding amidines **C**,

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## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.