Enzyme-catalyzed resolution of aromatic ring fused cyclic tertiary alcohols

WOS:000263218600013 An efficient chemoenzymatic route for the synthesis of optically active aromatic ring fused cyclic tertiary alcohols (S)-(-)-1-methyl-1,2,3,4-tetrahydronaphthalen-1-ol (-)-1b and (S)-(+)-1-methyl-2,3-dihydro-1H-inden-1-ol (+)-1a has been developed. Different lipases have been tes...

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Bibliographic Details
Published in:Tetrahedron: Asymmetry
Main Authors: Özdemirhan, Devrim, Sezer, Serdar, Sönmez, Yasemin
Other Authors: BAİBÜ, Fen Edebiyat Fakültesi, Kimya Bölümü
Format: Article in Journal/Newspaper
Language:English
Published: Pergamon-Elsevier Science Ltd 2008
Subjects:
Fused Cyclic Tertiary Alcohols
Antarc*
Antarctica
Online Access:https://hdl.handle.net/20.500.12491/6194
https://doi.org/10.1016/j.tetasy.2008.12.002
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Summary:WOS:000263218600013 An efficient chemoenzymatic route for the synthesis of optically active aromatic ring fused cyclic tertiary alcohols (S)-(-)-1-methyl-1,2,3,4-tetrahydronaphthalen-1-ol (-)-1b and (S)-(+)-1-methyl-2,3-dihydro-1H-inden-1-ol (+)-1a has been developed. Different lipases have been tested in the transesterification of these tertiary alcohols; CAL-A (Candida antarctica Lipase A) was found to be the best biocatalyst for 1b and CAL-A-CLEA (Lipase A, C. antarctica, cross-linked enzyme aggregate) for la, obtained with ee values of 20% and 45%, respectively, and the corresponding esters 2b and 2a with the ee values of 99% and 71%, respectively. (C) 2008 Elsevier Ltd. All rights reserved.

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