Synthesis of the ABC- and D-ring systems of the indole alkaloid ambiguine G |
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| Authors: | Chandra Aroop Viswanathan Rajesh Johnston Jeffrey N |
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| Institution: | Department of Chemistry and Vanderbilt Institute of Chemical Biology, Vanderbilt University, Nashville, Tennessee 37235-1822, USA. |
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| Abstract: | A glycine Schiff base Michael addition is used in sequence with free radical-mediated aryl amination to ultimately arrive at the ambiguine G ABC-tricycle convergently. Additionally, thermal Diels-Alder cycloaddition of beta-chloromethacrolein with Cohen's diene is used to diastereoselectively construct the D-cyclohexane ring bearing a neopentyl chloride. |
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