Baker's Yeast for Sweet Dough Enables Large-Scale Synthesis of Enantiomerically Pure Bicyclo[3.3.1]nonane-2,6-dione

Summary, in English

An improved synthetic procedure of racemic bicyclo[3.3.1]nonane-2,6-dione has been developed. Employing Baker's yeast for sweet dough made it possible to kinetically resolve the racemic compound and to isolate enantiomerically pure (+)-bicyclo[3.3.1]nonane-2,6-dione on a large scale. Furthermore, the developed procedure made it possible to produce (-)-bicyclo[3.3.1]nonane-2,6-dione with an enantiomeric excess of 75%.

• Author: Carl-Johan Wallentin; Edvinas Orentas; Eugenijus Butkus; Kenneth Wärnmark
• Department/s: Centre for Analysis and Synthesis
• Publishing year: 2009
• Language: English
• Pages: 864-867
• Publication/Series: Synthesis
• Issue: 5
• Links: http://dx.doi.org/10.1055/s-0028-1083364
• Document type: Journal article
• Publisher: Oxford Polytechnic, Oxford
• Topic: Organic Chemistry
• Keywords: synthesis; kinetic resolution; bicyclic compounds; ketones; chirality
• Status: Published
• ISBN/ISSN/Other: ISSN: 0039-7881