Application of enantioselective radical reactions: synthesis of (+)-ricciocarpins A and B.
Enantioselective synthesis of (+)-ricciocarpins A and B has been achieved in 41 and 45% overall yields, respectively, starting from a beta-substituted oxazolidinone. The key steps in the strategy are an enantioselective conjugate radical addition and the addition of a furyl organometallic to a key aldehyde intermediate. [reaction--see text]
Sibi
Mukund P
MP
Department of Chemistry, North Dakota State University, Fargo, ND 58105-5516, USA. mukund.sibi@ndsu.nodak.edu
He
Liwen
L
D003374:Coumarins / Q000138:chemical synthesis* / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013237:Stereoisomerism
D003374:Coumarins; D005663:Furans; C476521:ricciocarpin A; C489062:ricciocarpin B