Olefin cross-metathesis is a cornerstone reaction in organic synthesis where stereoselectivity is typically governed by the structure of the catalyst. In this work, we show that merging Grubbs second generation catalyst, a classical -selective catalyst, with a readily available photocatalyst, enables the exclusive formation of the contra-thermodynamic -isomer. The scope and limitations of this unprecedented approach are discussed based on both computational and experimental mechanistic data.
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Unified enantiospecific synthesis of drimane meroterpenoids enabled by enzyme catalysis and transition metal catalysis.
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Shenzhen Grubbs Institute, Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology 1088 Xueyuan Avenue Shenzhen P. R. China
Article Synopsis
- * The process begins with engineering a biosynthetic pathway to produce drimenol, followed by the use of an engineered enzyme for a specific hydroxylation reaction.
- * Finally, a nickel-catalyzed reductive coupling technique is employed to synthesize various drimane meroterpenoids in a streamlined and enantiospecific way, which could lead to further optimization of their biological activities.
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Faculty of Materials Science and Engineering, South China University of Technology, Guangzhou 510640, People's Republic of China.
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Shenzhen Grubbs Institute, Department of Chemistry and Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055, P.R. China.
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