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Asymmetric Michael addition of 5 H-oxazol-4-ones to vinyl sulfones : stereoselective synthesis of monofluorinated analogs of 2-tertiary hydroxyl-3-methyl-substituted carboxylic acidl derivatives

หน่วยงาน Nanyang Technological University, Singapore

รายละเอียด

ชื่อเรื่อง : Asymmetric Michael addition of 5 H-oxazol-4-ones to vinyl sulfones : stereoselective synthesis of monofluorinated analogs of 2-tertiary hydroxyl-3-methyl-substituted carboxylic acidl derivatives
นักวิจัย : Liu, Qian , Qiao, Baokun , Chin, Kek Foo , Tan, Choon-Hong , Jiang, Zhiyong
คำค้น : DRNTU::Science::Chemistry::Physical chemistry::Catalysis
หน่วยงาน : Nanyang Technological University, Singapore
ผู้ร่วมงาน : -
ปีพิมพ์ : 2557
อ้างอิง : Liu, Q., Qiao, B., Chin, K. F., Tan, C.-H., & Jiang, Z. (2014). Asymmetric Michael addition of 5 H-oxazol-4-ones to vinyl sulfones : stereoselective synthesis of monofluorinated analogs of 2-tertiary hydroxyl-3-methyl-substituted carboxylic acidl derivatives. Advanced synthesis & catalysis, 356(18), 3777-3783. , 1615-4150 , http://hdl.handle.net/10220/25011 , http://dx.doi.org/10.1002/adsc.201400649
ที่มา : -
ความเชี่ยวชาญ : -
ความสัมพันธ์ : Advanced synthesis & catalysis
ขอบเขตของเนื้อหา : -
บทคัดย่อ/คำอธิบาย :

An asymmetric Michael addition of 5H-oxazol-4-ones to vinyl sulfones has been developed. In the presence of 10 mol % of quinine-based benzyl-substituted thiourea as catalyst at 0 °C, the products could be obtained with excellent enantio- and diastereoselectivity (up to>99 % ee and>20:1 dr). 1.0 mol % of catalyst also produced the corresponding adducts with similar stereoselective results when the temperature was increased to 25 °C. The obtained adducts have been demonstrated as significant synthetic fragments to conveniently access the monofluorinated analogs of biologically important 2-tertiary hydroxyl-3-methyl-substituted carboxylic acid derivatives.

บรรณานุกรม :
Liu, Qian , Qiao, Baokun , Chin, Kek Foo , Tan, Choon-Hong , Jiang, Zhiyong . (2557). Asymmetric Michael addition of 5 H-oxazol-4-ones to vinyl sulfones : stereoselective synthesis of monofluorinated analogs of 2-tertiary hydroxyl-3-methyl-substituted carboxylic acidl derivatives.
    กรุงเทพมหานคร : Nanyang Technological University, Singapore.
Liu, Qian , Qiao, Baokun , Chin, Kek Foo , Tan, Choon-Hong , Jiang, Zhiyong . 2557. "Asymmetric Michael addition of 5 H-oxazol-4-ones to vinyl sulfones : stereoselective synthesis of monofluorinated analogs of 2-tertiary hydroxyl-3-methyl-substituted carboxylic acidl derivatives".
    กรุงเทพมหานคร : Nanyang Technological University, Singapore.
Liu, Qian , Qiao, Baokun , Chin, Kek Foo , Tan, Choon-Hong , Jiang, Zhiyong . "Asymmetric Michael addition of 5 H-oxazol-4-ones to vinyl sulfones : stereoselective synthesis of monofluorinated analogs of 2-tertiary hydroxyl-3-methyl-substituted carboxylic acidl derivatives."
    กรุงเทพมหานคร : Nanyang Technological University, Singapore, 2557. Print.
Liu, Qian , Qiao, Baokun , Chin, Kek Foo , Tan, Choon-Hong , Jiang, Zhiyong . Asymmetric Michael addition of 5 H-oxazol-4-ones to vinyl sulfones : stereoselective synthesis of monofluorinated analogs of 2-tertiary hydroxyl-3-methyl-substituted carboxylic acidl derivatives. กรุงเทพมหานคร : Nanyang Technological University, Singapore; 2557.