01630nas a2200217   4500008004100000022001400041245005700055210005700112260007500169300001400244520088800258653001601146653001801162653002701180653002401207653002601231100002601257700002301283700001901306856008701325       2009                        eng d  a0039-788100aSynthesis of the reported protoberberine gusanlung D0 aSynthesis of the reported protoberberine gusanlung D  aRUDIGERSTR 14, D-70469 STUTTGART, GERMANYbGEORG THIEME VERLAG KGcMAY  a1667-16723 a<p>Starting from homopiperonylamine or phenethylamine with homophthalic anhydride or 3,4-methylenedioxyhomophthalic acid, respectively, facile syntheses of the reported structures of (+/-)-gusanlung D and (+/-)-isogusanlung d were accomplished via regioselective reductive dehydration of the corresponding homophthalimides followed by an intramolecular acid-catalyzed or radical cyclization pathway. Starting from the corresponding suitably ortho-halogenated homophthalimides, the syntheses of dehydrogusanlung and dehydroisogusanhing D were completed via regioselective reductive dehydration followed by an intramolecular Heck coupling reaction as the key steps. The analytical and spectral data obtained for all four synthetic compounds differed from the reported data for natural gusanling D, and therefore the structural assignment of the natural product needs to be revised.</p>10agusanlung D10aHeck reaction10ahomophthalic anhydride10ahomopiperonyl amine10areductive dehydration1 aWakchaure, Prasad, B.1 aEaswar, Srinivasan1 aArgade, N., P.  uhttps://library.ncl.res.in/content/synthesis-reported-protoberberine-gusanlung-d-0