1. Applications of biocatalytic C[dbnd]C bond reductions in the synthesis of flavours and fragrances.
- Author
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Cancellieri, Maria C., Nobbio, Celeste, Gatti, Francesco G., Brenna, Elisabetta, and Parmeggiani, Fabio
- Subjects
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BIOCATALYSIS , *SUSTAINABLE chemistry , *CHEMICAL reduction , *STEREOSELECTIVE reactions , *ALKENES , *FLAVOR , *BIOTECHNOLOGY - Abstract
Industrial biotechnology and biocatalysis can provide very effective synthetic tools to increase the sustainability of the production of fine chemicals, especially flavour and fragrance (F&F) ingredients, the market demand of which has been constantly increasing in the last years. One of the most important transformations in F&F chemistry is the reduction of C C bonds, typically carried out with metal-catalysed hydrogenations or hydride-based reagents. Its biocatalytic counterpart is a competitive alternative, showcasing a range of advantages such as excellent chemo-, regio- and stereoselectivity, ease of implementation, mild reaction conditions and modest environmental impact. In the present review, the application of biocatalysed alkene reductions (from microbial fermentations with wild-type strains to engineered isolated ene-reductase enzymes) to synthetic processes useful for the F&F industry will be described, highlighting not only the exquisite stereoselectivity achieved, but also the overall improvement when chirality is not involved. Multi-enzymatic cascades involving C C bioreductions are also examined, which allow much greater chemical complexity to be built in one-pot biocatalytic systems. [Display omitted] • C C reduction is a key transformation in the synthesis of flavours and fragrances. • Biocatalytic alternatives involve ene-reductases or microorganisms habouring them. • Many examples of industrially relevant molecules are provided and discussed. • Multi-enzymatic systems involving C C bioreductions are also examined. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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