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

• 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

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].