439143-40-5Relevant academic research and scientific papers
Enantioselective total synthesis of callipeltoside A: two approaches to the macrolactone fragment
Evans, David A.,Burch, Jason D.,Hu, Essa,Jaeschke, Georg
, p. 4671 - 4699 (2008/09/21)
The enantioselective total synthesis of callipeltoside A is described. Two syntheses of the macrolactone subunit are included: the first relies upon an Ireland-Claisen rearrangement to generate the trisubstituted olefin geometry and the second utilizes an enantioselective vinylogous aldol reaction for this purpose. Enantioselective syntheses of the sugar and chlorocyclopropane side chain fragments are also disclosed. The relative and absolute stereochemistry of this natural product was determined by fragment coupling with the two enantiomers of the side chain fragment.
Total synthesis of (+)-dactylolide through an efficient sequential peterson olefination and prins cyclization reaction
Aubele, Danielle L.,Wan, Shuangyi,Floreancig, Paul E.
, p. 3485 - 3488 (2007/10/03)
(Chemical Equation Presented) Key steps in the total synthesis of the macrolide natural product (+)-dactylolide (see formula) include two enantioselective vinylogous Mukaiyama reactions, fragment coupling through acetal formation, a sequential Peterson ol
Enantioselective total synthesis of callipeltoside A
Evans, David A.,Hu, Essa,Burch, Jason D.,Jaeschke, Georg
, p. 5654 - 5655 (2007/10/03)
An asymmetric total synthesis of callipeltoside A has been accomplished highlighted by a catalytic enantioselective vinylogous aldol reaction and a boron-mediated anti-aldol reaction influenced by remote stereocontrol. Copyright
