TY - JOUR T1 - Organocatalytic asymmetric synthesis of substituted 3-hydroxy-2-oxindoles via Morita-Baylis-Hillman reaction. AU - Liu,Yun-Lin, AU - Wang,Bo-Lun, AU - Cao,Jun-Jie, AU - Chen,Long, AU - Zhang,Yong-Xue, AU - Wang,Chao, AU - Zhou,Jian, PY - 2010/10/14/entrez PY - 2010/10/14/pubmed PY - 2010/10/14/medline SP - 15176 EP - 8 JF - Journal of the American Chemical Society JO - J Am Chem Soc VL - 132 IS - 43 N2 - We report a highly enantioselective Morita-Baylis-Hillman (MBH) reaction of isatins and acrolein to provide enantiomerically enriched 3-substituted 3-hydroxyoxindoles, which could serve as valuable synthetic building blocks. This is also the first time that a ketone has been used as the electrophile and acrolein as the nucleophile in a highly enantioselective catalytic asymmetric MBH reaction. Hatakeyama's catalyst, β-isocupreidine (1), turned out to be a powerful catalyst for this transformation. SN - 1520-5126 UR - https://www.unboundmedicine.com/medline/citation/20939578/Organocatalytic_asymmetric_synthesis_of_substituted_3_hydroxy_2_oxindoles_via_Morita_Baylis_Hillman_reaction_ L2 - https://doi.org/10.1021/ja107858z DB - PRIME DP - Unbound Medicine ER -