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Synlett 1999; 1999(2): 195-196
DOI: 10.1055/s-1999-2570
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Simple and Highly Enantioselective Nonenzymatic Ring Opening of Cyclic Prochiral Anhydrides

Carsten Bolm* , Arne Gerlach, Christian L. Dinter
  • *Institut für Organische Chemie der RWTH Aachen, Professor Pirlet-Str. 1, D-52056 Aachen, Germany; Fax +49(2 41)8 88 83 91; E-mail: Carsten.Bolm@RWTH-Aachen.de
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Publication Date:
31 December 1999 (online)

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A convenient highly enantioselective methanolysis of cyclic meso-anhydrides only requires one equivalent cinchona alkaloid and low temperature. Both enantiomers can be easily obtained with up to 98% ee by using either quinine or quinidine.

alkaloids - asymmetric reactions - anhydrides - stereoselection

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