Probing the Parallel Kinetic Resolution of Racemic Oxazolidinones using Quasi-enantiomeric Profens

Gregory Coumbarides; Marco Dingjan; Jason Eames; Tony Flinn; Northern Northen; Yonas Yohannes

doi:10.3390/ecsoc-10-01417

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Probing the Parallel Kinetic Resolution of Racemic Oxazolidinones using Quasi-enantiomeric Profens

Gregory S. Coumbarides

¹,

Marco Dingjan

¹,

Jason Eames

^{*

1, 2},

Tony Flinn

³,

Northern Northen

³,

Yonas Yohannes

¹ Department of Chemistry, Queen Mary, University of London, Mile End Road, London, E1 4NS, UK
² Department of Chemistry, The University of Hull, Cottingham Road, Kingston upon Hull, HU6 7RX, UK
³ Onyx Scientific Limited, Units 97-98, Silverbriar, Sunderland Enterprise Park East, Sunderland, SR5 2TQ, UK

Published: 30 November 2006 by MDPI in The 10th International Electronic Conference on Synthetic Organic Chemistry session Bioorganic Chemistry and Natural Products

https://doi.org/10.3390/ecsoc-10-01417

Abstract: The separation of enantiomeric substrates using a parallel kinetic resolution is becoming increasingly popular.1 In recent years, attention has focussed on the use of traditional chiral auxiliaries as complementary quasi-enantiomeric resolving agents. 2 In particular, Davies, 3 has elegantly shown the parallel kinetic resolution of the racemic enone (rac)-1 using a pair of quasi-enantiomeric lithium amides (S)-2 and (R)-3 to give the corresponding syn,syn,anti-adducts 4 and 5 with near perfect levels of complementary stereocontrol (Scheme 1).

Keywords: n/a

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Gregory Coumbarides

Marco Dingjan

Jason Eames

Tony Flinn

Northern Northen

Yonas Yohannes