Total synthesis of smenochromene B through ring contraction
A total synthesis of racemic smenochromene B has been achieved. The synthesis proceeds through an unusual rearrangement of smenochromene D with concomitant ring contraction and double bond isomerization.
Rosa, Carla P.,Kienzler, Michael A.,Olson, Brooke S.,Liang, Guangxin,Trauner, Dirk
Concise synthesis of (±)-smenochromene D (= likonide B)
The total synthesis of smenochromene D, an unusual ansa-terpenoid is described. The synthesis features an unprecedented macrocyclization proceeding through a biomimetic electrocyclization. The enantiomeric relationship between smenochromene D and likonide
Olson, Brooke S.,Trauner, Dirk
p. 700 - 702
(2007/10/03)
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