Journal
ORGANIC LETTERS
Volume 14, Issue 23, Pages 6036-6039Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol302923f
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Funding
- Research Supporting Foundation of the State of Sao Paulo (FAPESP)
- Brazilian National Research Council (CNPq)
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Free ortho-hydroxy cinnamate ester derivatives are evaluated in the synthesis of structurally diverse 4-aryl-coumarins via a tandem Heck-Matsuda cyclization reaction. Free phenolic groups were considered incompatible with such a reaction, which usually provide the corresponding diazo dyes. A concise and scalable route employing a ligand-free, Pd-catalyzed Heck-Matsuda arylation under aerobic conditions for the preparation of (R)-Tolterodine in high overall yield and ee is also presented.
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