Diastereo-and enantioselective pinacol coupling reactions of chiral α-ketoamides mediated by samarium diiodide afforded extremely high diastereoselectivities. Enantiopure (S,S)- or (R,R)-2,3-dialkyltartaric acid and derivatives can be synthesized. Diels-Alder cyclo-additions of S-indoline chiral acrylamides with cyclopentadiene in the presence of Lewis acids proceed with high diastereofacial selectivity, giving either endo-R or endo-S products depending on Lewis acid and the structures of chiral dienophiles. © 2005 IUPAC.
CITATION STYLE
Kim, Y. H., Jung, D. Y., Youn, S. W., Kim, S. M., & Park, D. H. (2005). Dual enantioselective control by heterocycles of (S)-indoline derivatives. In Pure and Applied Chemistry (Vol. 77, pp. 2053–2059). https://doi.org/10.1351/pac200577122053
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