The first total synthesis of (+)-and (−)-neopyrrolomycins (11a and 11b) is detailed based on regioselective chlorinations of 3, 5-dichloroanisole (2) and 1-(2, 3, 4-trichloro-6- methoxyphenyl)-1H-pyrrole-2-carboxylic acid (8) with isocyanuric trichloride, followed by optical resolution of racemic neopyrrolomycin (11) with N-(p-tolylsulfonyl)-L-phenylalanyl chloride. Several analogs (21—25) have been prepared from the intermediates, and the ...
