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One-Pot Synthesis of Isoquinolinium Salts by Rhodium-Catalyzed C[BOND]H Bond Activation: Application to the Total Synthesis of Oxychelerythrine


  • We thank the National Science Council of Republic of China (NSC-99-2811M-007-089) for support of this research.


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It's worth its salt: The title reaction leads to the synthesis of highly substituted isoquinolinium salts (see scheme; Cp*=Me5C5). The reaction proceeds through a C[BOND]H activation and a subsequent annulation in the presence of a rhodium catalyst. The reaction mechanism is discussed as well as its application to the synthesis of the natural product oxychelerythrine.