Synthesis of ikarugamycin: Studies on the carbotricyclic sub-unit

Article abstract of DOI:10.1016/S0040-4039(00)89066-8

A hexahydroindane precursor to the as-hydrindacene portion of ikarugamycin is prepared by a stereoselective Michael reaction-Diels-Alder reaction sequence; a second Michael reaction in the desalkyl series produces an indeno[4,5-c] furan isomer of the as-hydrindacene carbotricycle. A hexahydroindane precursor to the as-hydrindacene portion of ikarugamycin (1) is prepared by a stereoselective Michael reaction-Diels-Alder reaction sequence; a second Michael reaction in the desalkyl series produces an indeno[4,5-c]furan isomer of the as-hydrindacene carbotricycle.