Enantioselective α‐Alkylation of Aldehydes by Photoredox Organocatalysis: Rapid Access to Pharmacophore Fragments from β‐Cyanoaldehydes |
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| Authors: | Eric R Welin Dr Alexander A Warkentin Dr Jay C Conrad Prof Dr David W C MacMillan |
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| Institution: | Merck Center for Catalysis at Princeton University, Washington Road, Princeton, NJ 08544‐1009 (USA) http://www.princeeton.edu/chemistry/macmillan/ |
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| Abstract: | The combination of photoredox catalysis and enamine catalysis has enabled the development of an enantioselective α‐cyanoalkylation of aldehydes. This synergistic catalysis protocol allows for the coupling of two highly versatile yet orthogonal functionalities, allowing rapid diversification of the oxonitrile products to a wide array of medicinally relevant derivatives and heterocycles. This methodology has also been applied to the total synthesis of the lignan natural product (?)‐bursehernin. |
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| Keywords: | aldehydes alkylation organocatalysis photoredox catalysis total synthesis |
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