The biotransformation of several activated CH-acid compounds was examined using Saccharomyces cerevisiae as a biocatalyst. Alkylation–hydroxylation of 1,3-dicarbonyl compounds at the α-position was achieved. Investigation of the reaction of these compounds was extended to external aldehydes subjected to the action of this biocatalyst. Aromatic aldehydes afforded condensation products, but aliphatic aldehydes were not involved in the reaction. The structures of the products were characterized by IR, EI-MS, 1H NMR, 13C NMR, and elemental analysis. Finally, the structure of compound 2a was confirmed unambiguously by single-crystal X-ray analysis.
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Acknowledgment
This work was supported by Research Council of Shahid Beheshti University, Tehran, Iran (Grant No. 600/4294), for which the authors are thankful.
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Published in Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2015, pp. 736–739.
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Ghasemi, S., Habibi, Z. & Notash, B. Biotransformation of Active Methylene Compounds by Saccharomyces cerevisiae . Chem Nat Compd 51, 856–860 (2015). https://doi.org/10.1007/s10600-015-1433-2
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DOI: https://doi.org/10.1007/s10600-015-1433-2