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Organocatalytic asymmetric Mannich reactions of 5H-oxazol-4-ones : highly enantio- and diastereoselective synthesis of chiral α-alkylisoserine derivatives

หน่วยงาน Nanyang Technological University, Singapore

รายละเอียด

ชื่อเรื่อง : Organocatalytic asymmetric Mannich reactions of 5H-oxazol-4-ones : highly enantio- and diastereoselective synthesis of chiral α-alkylisoserine derivatives
นักวิจัย : Han, Zhiqiang , Yang, Wenguo , Tan, Choon-Hong , Jiang, Zhiyong
คำค้น : DRNTU::Science::Chemistry::Organic chemistry.
หน่วยงาน : Nanyang Technological University, Singapore
ผู้ร่วมงาน : -
ปีพิมพ์ : 2556
อ้างอิง : Han, Z., Yang, W., Tan, C. H., & Jiang, Z. (2013). Organocatalytic asymmetric Mannich reactions of 5H-oxazol-4-ones : highly enantio- and diastereoselective synthesis of chiral α-alkylisoserine derivatives. Advanced Synthesis & Catalysis, 355(8), 1505-1511. , 1615-4150 , http://hdl.handle.net/10220/19084 , http://dx.doi.org/10.1002/adsc.201300135
ที่มา : -
ความเชี่ยวชาญ : -
ความสัมพันธ์ : Advanced synthesis & catalysis
ขอบเขตของเนื้อหา : -
บทคัดย่อ/คำอธิบาย :

The first organocatalytic Mannich reaction of 5H-oxazol-4-ones with various readily prepared aryl- and alkylsulfonimides has been developed. Two commercially available pseudoenantiomeric Cinchona alkaloids-derived tertiary amine/ureas have been demonstrated as the most efficient catalysts to access the opposite enantiomers of the Mannich products with equally excellent enantio- and diastereoselectivities. From the Mannich adducts, important α-methyl-α-hydroxy-β-amino acid derivatives, such as the α-methylated C-13 side chain of taxol and taxotere, can be conveniently prepared.

บรรณานุกรม :
Han, Zhiqiang , Yang, Wenguo , Tan, Choon-Hong , Jiang, Zhiyong . (2556). Organocatalytic asymmetric Mannich reactions of 5H-oxazol-4-ones : highly enantio- and diastereoselective synthesis of chiral α-alkylisoserine derivatives.
    กรุงเทพมหานคร : Nanyang Technological University, Singapore.
Han, Zhiqiang , Yang, Wenguo , Tan, Choon-Hong , Jiang, Zhiyong . 2556. "Organocatalytic asymmetric Mannich reactions of 5H-oxazol-4-ones : highly enantio- and diastereoselective synthesis of chiral α-alkylisoserine derivatives".
    กรุงเทพมหานคร : Nanyang Technological University, Singapore.
Han, Zhiqiang , Yang, Wenguo , Tan, Choon-Hong , Jiang, Zhiyong . "Organocatalytic asymmetric Mannich reactions of 5H-oxazol-4-ones : highly enantio- and diastereoselective synthesis of chiral α-alkylisoserine derivatives."
    กรุงเทพมหานคร : Nanyang Technological University, Singapore, 2556. Print.
Han, Zhiqiang , Yang, Wenguo , Tan, Choon-Hong , Jiang, Zhiyong . Organocatalytic asymmetric Mannich reactions of 5H-oxazol-4-ones : highly enantio- and diastereoselective synthesis of chiral α-alkylisoserine derivatives. กรุงเทพมหานคร : Nanyang Technological University, Singapore; 2556.