Biomimetic-type synthesis of the racemic non-aromatic angucyclinones of the SF 2315 and SS 228Y types

Article abstract of DOI:10.1002/(SICI)1099-0690(200004)2000:8<1627::AID-EJOC1627>3.0.CO;2-A

The biomimetic-type aldol reaction of the tricyclic (E)-configured precursors 6a/b gave the racemic nonaromatic angucycline derivatives 11-13 of the SF 2315 and SS 288Y types. Chelate controlled conditions in the cyclization of 6b led to the regioisomeric product 10.