Enantiomeric scaffolding of α-tetralone and related scaffolds by EKR (enzymatic kinetic resolution) and stereoselective ketoreduction with ketoreductases.
نویسندگان
چکیده
Stereochemically pure compounds containing an all carbon quaternary stereocenter based on 1-tetralone, 1-indanone and 4-chromanone scaffolds have been synthesized by employing Lipase PS (Burkholderia cepacia) catalyzed kinetic resolution. These scaffolds are further functionalized by microbial ketoreductase enzymes (Geotrichum candidum, Candida parapsilosis and Aspergillus niger) to access stereochemically pure diols which, on further synthetic manipulation, yield novel cyclic compounds.
منابع مشابه
Enantioselective enzymatic desymmetrization of prochiral 1,3-diols and enzymatic resolution of monoprotected 1,3-diols based on α-tetralone and related multifunctional scaffolds
Article history: Received 2 October 2008 Accepted 22 October 2008 0957-4166/$ see front matter 2008 Elsevier Ltd. A doi:10.1016/j.tetasy.2008.10.024 * Corresponding author. E-mail address: [email protected] (S. N Novel multifunctional chemotypes based on a-tetralone, a-indanone, and chromanone have been synthesized by a chemo-enzymatic approach by applying an enzymatic irreversible tr...
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ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 10 3 شماره
صفحات -
تاریخ انتشار 2012