Publication: Synthesis of the C4-Epi-Lomaiviticin B Core Reveals Subtle Stereoelectronic Effects
Date
2013
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American Chemical Society (ACS)
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Lee, Amy S., and Matthew D. Shair. 2013. “Synthesis of the C4-Epi-Lomaiviticin B Core Reveals Subtle Stereoelectronic Effects.” Organic Letters 15 (10) (May 17): 2390–2393. doi:10.1021/ol400832r.
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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.
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