Catalytic asymmetric formal synthesis of(-)-Triptophenolide and(+)-Triptolide have been achieved.Key reaction involves Palladium catalyzed asymmetric conjugate addition of aryl boronic acid to 3-methyl cyclohexe-1-non...Catalytic asymmetric formal synthesis of(-)-Triptophenolide and(+)-Triptolide have been achieved.Key reaction involves Palladium catalyzed asymmetric conjugate addition of aryl boronic acid to 3-methyl cyclohexe-1-none to form quaternary carbon.Claisen rearrangement and subsequent aldol reaction furnished trans-decaline key intermediate,which assured a formal total synthesis of(-)-Triptophenolide and(+)-Triptolide.展开更多
trans-3, 3b, 4, 9b, 10, 11-Hexahydro-6-methoxy-9b-methyl-7-(1-methylethyl) phenanthro {1,2-c[furan-1,5-dione]} was synthesized with good yield in two steps from triptophenolide methyl ether under mild conditions.
基金This work was financially supported by the foundations from NSFC(21372229)High End Talent Program of Yunnan Province(2015HA028)the Applied Basic Research Plan of Yunnan Province Science and Technology Department(No.2013FB064).
文摘Catalytic asymmetric formal synthesis of(-)-Triptophenolide and(+)-Triptolide have been achieved.Key reaction involves Palladium catalyzed asymmetric conjugate addition of aryl boronic acid to 3-methyl cyclohexe-1-none to form quaternary carbon.Claisen rearrangement and subsequent aldol reaction furnished trans-decaline key intermediate,which assured a formal total synthesis of(-)-Triptophenolide and(+)-Triptolide.
文摘trans-3, 3b, 4, 9b, 10, 11-Hexahydro-6-methoxy-9b-methyl-7-(1-methylethyl) phenanthro {1,2-c[furan-1,5-dione]} was synthesized with good yield in two steps from triptophenolide methyl ether under mild conditions.
