01233nas a2200217 4500008004100000022001400041245013500055210006900190260007500259300001400334520036800348653002900716653001400745653001900759653002700778653001400805653002000819100002600839700001900865856013100884 2011 eng d a0039-788100aIntramolecular chemoselective acylation of a suitably substituted isoindole: synthesis of (+/-)-chilenine and (+/-)-deoxychilenine0 aIntramolecular chemoselective acylation of a suitably substitute aRUDIGERSTR 14, D-70469 STUTTGART, GERMANYbGEORG THIEME VERLAG KGcSEP a2838-28423 a
Starting from 3,4-dimethoxyhomophthalic anhydride and 6-bromohomopiperonylamine, concise and efficient syntheses of Chilean berberis products chilenine and deoxychilenine have been demonstrated via partially divergent routes by taking advantage of facile air-oxidation of homophthalimide along with intramolecular chemoselective acylation as the key steps.
10achemoselective acylation10achilenine10adeoxychilenine10ahomophthalic anhydride10aisoindole10aTotal synthesis1 aWakchaure, Prasad, B.1 aArgade, N., P. uhttp://library.ncl.res.in/content/intramolecular-chemoselective-acylation-suitably-substituted-isoindole-synthesis-chilenine-0