Radicamines A and B: synthesis and revision of the absolute configuration.
[reaction: see text] Starting from D-xylose, enantioselective syntheses of 1 and 2, the proposed structures for radicamines A and B, were accomplished. Both (1)H and (13)C NMR spectra of 1 and 2 were identical with those of the natural products, but the optical rotation measurements identified that 1 and 2 were actually the enantiomers of the natural radicamines A and B, respectively.
Yu
Chu-Yi
CY
Beijing National Laboratory for Molecular Science (BNLMS), Laboratory for Chemical Biology, Institute of Chemistry, Chinese Academy of Sciences, Beijing, China.
Huang
Mu-Hua
MH
D029746:Lobelia / Q000737:chemistry; D015394:Molecular Structure; D009589:Nitrogen Oxides / Q000138:chemical synthesis; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D014994:Xylose / Q000737:chemistry
D009589:Nitrogen Oxides; D011759:Pyrrolidines; C015388:nitrones; C450646:radicamine A; C450645:radicamine B; D014994:Xylose