858917-07-4Relevant 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
Sanchez, Carina C.,Keck, Gary E.
, p. 3053 - 3056 (2007/10/03)
(Chemical Equation Presented) The development of an approach leading to the total synthesis of dactylolide is described. The key features of this route include a catalytic asymmetric allylation, a diastereoselective pyran annulation, and a Horner-Wadswort
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
