title: Synthesis of the C4-epi-lomaiviticin B core reveals subtle stereoelectronic effects.
abstract: An efficient synthesis of the C4-epi-lomaiviticin B core is reported. The synthesis features a diastereoselective anionic formal furan Diels-Alder reaction and a stereoselective oxidative enolate dimerization. During the investigation, subtle yet critical stereoelectronic effects imparted by the C4-stereocenter were observed.
authors: Department of Chemistry and Chemical Biology, Harvard University , 12 Oxford Street, Cambridge, Massachusetts 02138, United States.
authors: Amy S
authors: AS
authors: Lee
authors: Matthew D
authors: MD
authors: Shair
mesh_terms: D061565:Cycloaddition Reaction; D005449:Fluorenes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013237:Stereoisomerism; D000095602:Angucyclines and Angucyclinones
chemical_list: D005449:Fluorenes; C433843:lomaiviticin B; D000095602:Angucyclines and Angucyclinones