01352nas a2200157   4500008004100000022001400041245016500055210006900220260007100289300001400360490000700374520065200381100002401033700001901057856011801076       2016                        eng d  a0022-326300aBiomimetic collective total synthesis of bioactive carbazole alkaloids indizoline, mafaicheenamine A, claulamine A, claulansine A, and the proposed claulamine E0 aBiomimetic collective total synthesis of bioactive carbazole alk  a1155 16TH ST, NW, WASHINGTON, DC 20036 USAbAMER CHEMICAL SOCcJUN  a5222-52270 v813 a<p>The common precursor 1-methoxy-2-prenyl-3-carbomethoxycarbazole was synthesized from dimethyl indolylmethylenesuccinate in four steps. Well-planned reductive and/or oxidative transformations and intramolecular cyclizations were performed on a pivotal common precursor to accomplish collective first total synthesis of titled natural products and proposed Claulamine E. Burgess reagent induced formation of kinetically controlled product Claulamine A, and intramolecular cyclizations to form bicyclic claulansine A were the key reactions. An alternatively attempted synthesis failed to provide the structural isomer of proposed Claulamine E.</p>1 aMarkad, Shivaji, B.1 aArgade, N., P.  uhttps://library.ncl.res.in/content/biomimetic-collective-total-synthesis-bioactive-carbazole-alkaloids-indizoline