Enzymatic Kinetic Resolution and Racemization of 2‐(Tetramethylpiperidine‐1‐oxyl)ethanols

Abstract The Candida antarctica lipase B catalyzed transesterification of 2‐(tetramethylpiperidine‐1‐oxyl)ethanols provides acetates in useful yields with good to high enantiomeric excess values. By taking advantage of the persistent radical effect, the remaining alcohols can be cleanly racemized un...

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Bibliographic Details
Published in:European Journal of Organic Chemistry
Main Authors: Prechter, Agnes, Heinrich, Markus R.
Format: Article in Journal/Newspaper
Language:English
Published: Wiley 2013
Subjects:
Antarc*
Antarctica
Online Access:http://dx.doi.org/10.1002/ejoc.201300661
https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fejoc.201300661
http://onlinelibrary.wiley.com/wol1/doi/10.1002/ejoc.201300661/fullpdf
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Summary:Abstract The Candida antarctica lipase B catalyzed transesterification of 2‐(tetramethylpiperidine‐1‐oxyl)ethanols provides acetates in useful yields with good to high enantiomeric excess values. By taking advantage of the persistent radical effect, the remaining alcohols can be cleanly racemized under mild conditions in the presence of TEMPO [2,2,6,6‐tetramethylpiperidin‐1‐yl)oxidanyl].

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