Dynamic kinetic resolution of racemic β-haloalcohols: direct access to enantioenriched epoxides

…, DB Janssen, AJ Minnaard, BL Feringa…

Index: Haak, Robert M.; Tarabiono, Chiara; Janssen, Dick B.; Minnaard, Adriaan J.; De Vries, Johannes G.; Feringa, Ben L. Organic and Biomolecular Chemistry, 2007 , vol. 5, # 2 p. 318 - 323

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Citation Number: 83

Abstract

The direct chemo-enzymatic DKR of racemic β-haloalcohols is reported, yielding the corresponding optically active epoxides in a single step. The mutant haloalcohol dehalogenase HheC Cys153Ser Trp249Phe is used for the asymmetric ring closure, whereas racemization of the remaining enantiomer of the haloalcohol is achieved using the new iridacycle 3, one of the most effective racemization catalysts to date for β- ...

~45%

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A practical synthesis of optically active aromatic epoxides ...

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