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Issue 17, 2015
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Enantioselective addition of oxazolones to N-protected imines catalysed by chiral thioureas

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Abstract

Hydrogen bond-catalysed aza-Mannich addition of oxazolones to various protected aldimines has been developed. The resulting, highly functionalized, oxazolones contain a quaternary stereogenic centre and can serve as precursors for chiral α,β-diamino acids with different protecting groups on each amino group. The process benefits from the versatile bifunctional thiourea catalysts, which effect the formation of these products in high yields and stereoselectivities.

Graphical abstract: Enantioselective addition of oxazolones to N-protected imines catalysed by chiral thioureas

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Publication details

The article was received on 03 Jan 2015, accepted on 16 Jan 2015 and first published on 16 Jan 2015


Article type: Communication
DOI: 10.1039/C5RA00092K
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Citation: RSC Adv., 2015,5, 12890-12893
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    Enantioselective addition of oxazolones to N-protected imines catalysed by chiral thioureas

    M. Žabka, A. Malastová and R. Šebesta, RSC Adv., 2015, 5, 12890
    DOI: 10.1039/C5RA00092K

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