Environmentally Friendly, Efficient Resolution of Racemic Secondary Alcohols by Lipase‐Catalyzed Enantioselective Transesterification in Ionic Liquids in the Presence of Organic Bases

Abstract The lipase‐catalyzed enantioselective transesterification of racemic secondary alcohols was studied using vinyl acetate as acyl donor in two imidazolium‐based ionic liquids vs. hexane ( Scheme ), both in the absence and presence of catalytic amounts of organic bases such as triethylamine (E...

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Bibliographic Details
Published in:Chemistry & Biodiversity
Main Authors: Wu, Xiao‐Mei, Xin, Jia‐Ying, Sun, Wei, Xia, Chun‐Gu
Format: Article in Journal/Newspaper
Language:English
Published: Wiley 2007
Subjects:
Antarc*
Antarctica
Online Access:http://dx.doi.org/10.1002/cbdv.200790023
https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fcbdv.200790023
https://onlinelibrary.wiley.com/doi/pdf/10.1002/cbdv.200790023
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Summary:Abstract The lipase‐catalyzed enantioselective transesterification of racemic secondary alcohols was studied using vinyl acetate as acyl donor in two imidazolium‐based ionic liquids vs. hexane ( Scheme ), both in the absence and presence of catalytic amounts of organic bases such as triethylamine (Et 3 N) or pyridine. The organic bases generally enhanced both the rate and enantioselectivity of the reaction. Further, the system 1‐butyl‐3‐methyl‐1 H ‐imidazolium hexafluorophosphate/ Candida antarctica lipase B ([bmim][PF 6 ]/CALB) could be readily recycled four times without significant loss in activity or enantioselectivity ( Table 4 ).

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