5-噻唑-4-酮与衣康酰亚胺的高度化学、对映和非对映选择性[4+2]环加成反应。
Highly chemo-, enantio-, and diastereoselective [4 + 2] cycloaddition of 5-thiazol-4-ones with -itaconimides.
作者信息
Qiu Shuai, Tan Choon-Hong, Jiang Zhiyong
机构信息
Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Kaifeng, 475004, Henan, P. R. China.
Division of Chemistry and Biological Chemistry, Nanyang Technological University, 21 Nanyang Link, 637371, Singapore.
出版信息
Beilstein J Org Chem. 2016 Nov 1;12:2293-2297. doi: 10.3762/bjoc.12.222. eCollection 2016.
A dipeptide-based urea-amide tertiary amine (DP-UAA) was shown to be an effective Brønsted base catalyst for the first asymmetric annulation reaction between 5-thiazol-4-ones and -itaconimides. High levels of enantioselectivity (up to 99% ee) and diastereoselectivity (>19:1 dr) were obtained for a series of spirocyclic 1,4-sulfur-bridged piperidinone-based succinimides.
一种基于二肽的脲酰胺叔胺（DP-UAA）被证明是5-噻唑-4-酮与衣康酰亚胺之间首次不对称环化反应的有效布朗斯特碱催化剂。对于一系列基于螺环1,4-硫桥连哌啶酮的琥珀酰亚胺，获得了高水平的对映选择性（高达99% ee）和非对映选择性（>19:1 dr）。
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