Formal synthesis of leustroducsin B via Reformatsky/Claisen condensation of silyl glyoxylates
A formal synthesis of leustroducsin B has been completed. The synthesis relies upon a recently developed Reformatsky/Claisen condensation of silyl glyoxylates and enantioenriched β-lactones that establishes two of the molecule's three core stereocenters and permits further elaboration to an intermediate in Imanishi's synthesis via reliable chemistry (Prasad reduction, asymmetric pentenylation, Mitsunobu inversion).
Greszler, Stephen N.,Malinowski, Justin T.,Johnson, Jeffrey S.
p. 3206 - 3209
(2011/08/07)
Synthesis of the C29-C37 bicyclic ether core of (+)-sorangicin A
(Chemical Equation Presented) Construction of the unique bicyclic bis-ether core of the macrolide (+)-sorangicin A has been achieved. This fragment was prepared by utilizing a one-pot cascade of three bond forming events. An epoxide opening of the epoxy tosylate 2 led to the formation of the tetrahydropyran and subsequently to a second epoxide. Finally, a second epoxide opening closed the tetrahydrofuran ring. The bicyclic fragment was synthesized in just nine steps from (E)-cinnamaldehyde.
Crimmins, Michael T.,Haley, Matthew W.
p. 4223 - 4225
(2007/10/03)
More Articles about upstream products of 99438-28-5