Issue 3, 2012
From the journal:

Organic & Biomolecular Chemistry

Enantiomeric scaffolding of α-tetralone and related scaffolds by EKR (Enzymatic Kinetic Resolution) and stereoselective ketoreduction with ketoreductases†

Rajib Bhuniyaa  and  Samik Nanda*a  

* Corresponding authors

a Department of Chemistry, Indian Institute of Technology, Kharagpur, India
E-mail: snanda@chem.iitkgp.ernet.in

Abstract

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.

Graphical abstract: Enantiomeric scaffolding of α-tetralone and related scaffolds by EKR (Enzymatic Kinetic Resolution) and stereoselective ketoreduction with ketoreductases

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Article information

DOI
https://doi.org/10.1039/C1OB06545A
Article type
Paper
Submitted
08 Sep 2011
Accepted
03 Oct 2011
First published
04 Oct 2011

Org. Biomol. Chem., 2012,10, 536-547

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Enantiomeric scaffolding of α-tetralone and related scaffolds by EKR (Enzymatic Kinetic Resolution) and stereoselective ketoreduction with ketoreductases

R. Bhuniya and S. Nanda, Org. Biomol. Chem., 2012, 10, 536 DOI: 10.1039/C1OB06545A

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