Enantioselective Synthesis of Cephalimysins B and C

• Autoři: CHALUPA David; VOJÁČKOVÁ Petra; PARTL Jiří; PAVLOVIC Drazen; NEČAS Marek; ŠVENDA Jakub
• Rok publikování: 2017
• Druh: Článek v odborném periodiku
• Časopis / Zdroj: Organic Letters
• Fakulta / Pracoviště MU: Přírodovědecká fakulta
• www: Full Text
• Doi: http://dx.doi.org/10.1021/acs.orglett.6b03373
• Obor: Organická chemie
• Klíčová slova: ASYMMETRIC TOTAL-SYNTHESIS; PSEUROTIN-A; ABSOLUTE-CONFIGURATION; 1.3-DICARBONYL COMPOUNDS; ANGIOGENESIS INHIBITOR; ASPERGILLUS-FUMIGATUS; MICHAEL ADDITIONS; HYPEROLACTONE-C; AZASPIRENE; PRODUCT
• Popis: The first synthesis of cephalimysins B and C is reported. The route features a Ni(II)-diamine-catalyzed enantioselective conjugate addition of a densely substituted 3(2H)-furanone and an efficient dihydroxylation-lactonization sequence as key steps in the assembly of the spirocyclic core. The fully synthetic strategy is amenable to analog preparation.

Související projekty

• Czech Infrastructure for Integrative Structural Biology