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Asymmetric Baeyer-Villiger Oxidations Using Biocatalysts.. Edition No. 1

VDM Publishing House, Aug 2009, Pages: 288


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Chiral lactones are important building blocks in organic synthesis. A broad range of useful products are accessible via enantioselective Baeyer-Villiger oxidation of simple ketones. Such lactones can serve as versatile building blocks in natural product and bioactive compound synthesis.For the transformation of achiral ketones to chiral lactones, Baeyer-Villiger monooxygenases (BVMOs) were utilized, since these enzymes exhibit wide substrate specificity and high enantioselectivity. The advantage of this approach is that BVMOs can generate several chiral centers in a single biotransformation step. Various cofactor recycling options have also been considered during this study. As a direct consequence of this research, a metabolically independent biocatalyst was developed, which performs cofactor regeneration concomitantly with the oxygenation reaction. . Such a system is very attractive for industrial applications as operational costs are dramatically reduced due to the absence for the requirement of co-factor recycling.



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