Enantioselective Synthesis of Cephalimysins B and C

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Authors	CHALUPA David VOJÁČKOVÁ Petra PARTL Jiří PAVLOVIC Drazen NEČAS Marek ŠVENDA Jakub
Year of publication	2017
Type	Article in Periodical
Magazine / Source	Organic Letters
MU Faculty or unit	Faculty of Science
Citation
Web	Full Text
Doi	http://dx.doi.org/10.1021/acs.orglett.6b03373
Field	Organic chemistry
Keywords	ASYMMETRIC TOTAL-SYNTHESIS; PSEUROTIN-A; ABSOLUTE-CONFIGURATION; 1.3-DICARBONYL COMPOUNDS; ANGIOGENESIS INHIBITOR; ASPERGILLUS-FUMIGATUS; MICHAEL ADDITIONS; HYPEROLACTONE-C; AZASPIRENE; PRODUCT
Description	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.
Related projects:	Czech Infrastructure for Integrative Structural Biology