Synthesis of the C4-Epi-Lomaiviticin B Core Reveals Subtle Stereoelectronic Effects.

Date Published:

2013 May 9

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.