Teruhisa Tsugoshi

A new synthetic strategy for heteroanthracyclines: Total synthesis of D-ring thiophene analogs of daunomycin

The strong base-induced cycloaddition of appropriately functionalized thiophene analogs of homophthalic anhydride constitutes a highly regiospecific and convenient route to the D-ring thiophene analogs (2 and 3) of daunomycin.

Strong base induced cycloaddition of 3-carboxy-1-methylindole-2-acetic anhydride and 2-carboxybenzo[b]furan-3-acetic anhydride: synthesis of polycyclic peri-hydroxylated indole and benzofuran compounds

Abstract Generation of indole- and benzofuran-2,3-orthoquinodimethane-like intermediates is described. The cycloaddition reaction of these intermediates to dienophiles provided an efficient one-pot synthesis of polycyclic perihydroxylated indole and benzofuran compounds.