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Highly Enantioselective Synthesis of Orthogonally Protected (2S)-2,3-Diaminopropanoates through Catalytic Phase-Transfer Aza-Henry Reaction

✍ Scribed by Gullapalli Kumaraswamy; Arigala Pitchaiah

Publisher: John Wiley and Sons
Year: 2011
Tongue: German
Weight: 232 KB
Volume: 94
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.201100013

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✦ Synopsis

Abstract

The syntheses of enantiomer‐enriched orthogonally protected different (2__S__)‐2,3‐diaminopropanoates and unnatural furyl‐substituted (tert‐butoxy)carbonyl (Boc) as well as (benzyloxy)carbonyl (Cbz) protected amino acid esters are accomplished by means of an enantioselective aza‐Henry reaction. A key feature of this protocol is organocatalysis as a genesis of chirality to ensure high enantioselectivity.

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