Issue 3, 2011

A remarkable temperature effect in the desymmetrisation of bridged meso-tricyclic succinic anhydrides with chiral oxazolidin-2-ones

Abstract

A temperature dependent reversal of diastereoselectivity was observed in the desymmetrisation of bridged meso-tricyclic succinic anhydrides with lithiated chiral oxazolidin-2-ones that appears to be kinetically driven at low temperature while the reversibility of the reaction sets in at higher temperatures and thermodynamics governs the reaction outcome.

Graphical abstract: A remarkable temperature effect in the desymmetrisation of bridged meso-tricyclic succinic anhydrides with chiral oxazolidin-2-ones

Supplementary files

Article information

Article type
Communication
Submitted
19 Jul 2011
Accepted
19 Jul 2011
First published
19 Aug 2011

RSC Adv., 2011,1, 393-396

A remarkable temperature effect in the desymmetrisation of bridged meso-tricyclic succinic anhydrides with chiral oxazolidin-2-ones

N. R. Chaubey and S. K. Ghosh, RSC Adv., 2011, 1, 393 DOI: 10.1039/C1RA00483B

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