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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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Article information


Submitted
03 Jan 2015
Accepted
16 Jan 2015
First published
16 Jan 2015

RSC Adv., 2015,5, 12890-12893
Article type
Communication
Author version available

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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