Catalytic asymmetric synthesis of 3-hydroxyl-2-oxindoles via enantioselective Morita–Baylis–Hillman reaction of isatins

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• 作者：Ci-Ci Wang^a ; Xin-Yan Wu ; ^a ; ^{xinyanwu@ecust.edu.cn}
• 关键词：Enantioselective organocatalysis ; Morita&#x2013 ; Baylis&#x2013 ; Hillman reaction ; Bifunctional phosphinothiourea ; Isatin ; 3-Hydroxyl-2-oxindole
• 刊名：Tetrahedron
• 出版年：2011
• 出版时间：22 April 2011
• 年：2011
• 卷：67
• 期：16
• 页码：2974-2978
• 全文大小：342 K

文摘

The enantioselective Morita–Baylis–Hillman reaction of acrylates to isatins was investigated for the first time, employing bifunctional phosphinothiourea organocatalysts based on chiral cyclohexane scaffold. The 3-hydroxyl-2-oxindole derivatives were obtained in excellent yields with moderate enantioselectivity (up to 69 % ee) in the presence of 10 mol  % catalyst 1b.