Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science

A Formal Total Synthesis of 3-O-Demethylfortamine

RC Cambie, ND Renner, PS Rutledge and PD Woodgate

Australian Journal of Chemistry 44(1) 61 - 75
Published: 1991


p-Benzoquinone has been converted into the substituted cyclohexenone (11) in five steps and 33% overall yield by a Diels-Alder cycloaddition-cycloreversion approach in which anthracene functions as a protecting and stereodirecting group. The elaboration of (11) in four steps to the known epoxide (22) constitutes a formal total synthesis of 3-O-demethylfortamine (2).

© CSIRO 1991

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