Citation: Zhao Liang, Zhou Shengbin, Tong Junhua, Wang Jiang, Liu Hong. Asymmetric Synthesis of 3, 5-Disubstituted Prolines[J]. Chinese Journal of Organic Chemistry, ;2018, 38(6): 1437-1446. doi: 10.6023/cjoc201712005 shu

Asymmetric Synthesis of 3, 5-Disubstituted Prolines

Zhao Liang ^a,b,c ,
Zhou Shengbin ^a,b ,
Tong Junhua ^a,b,c ,
Wang Jiang ^a,b,, ,
Liu Hong ^a,b,,

a.
State Key Laboratory of Drug Research and CAS Key Laboratory of Receptor Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203
b.
University of Chinese Academy of Sciences, Beijing 100049
c.
Nano Science and Technology Institute, University of Science and Technology of China, Suzhou 215123

Corresponding author: Wang Jiang, hliu@simm.ac.cn Liu Hong, jwang@simm.ac.cn
Received Date: 4 December 2017
Revised Date: 12 February 2018
Available Online: 28 June 2018
Fund Project: the Shanghai Science and Technology Development Fund 15QA1404400the Major Project of Chinese National Programs for Fundamental Research and Development 2015CB910304the National Natural Science Foundation of China 21472209Project supported by the National Natural Science Foundation of China (Nos. 81620108027, 21632008, 21672231, 21472209), the Major Project of Chinese National Programs for Fundamental Research and Development (No. 2015CB910304) and the Shanghai Science and Technology Development Fund (No. 15QA1404400)the National Natural Science Foundation of China 21672231the National Natural Science Foundation of China 21632008the National Natural Science Foundation of China 81620108027

Figures(1)

Highly diastereoselective Michael addition reactions of chiral Ni(Ⅱ)-complex of glycine with α, β-unsaturated ketones in the presence of 1, 8-diazabicyclo[5.4.0]undec-7-ene (DBU) and MeOH at ambient temperature were achieved. The operationally convenient procedure for preparation of the target products renders that this method is an attractive strategy for practical synthesis of 3, 5-disubstituted prolines.
- 3, 5-disubstituted proline,
- Ni (Ⅱ)-complex of glycine,
- asymmetric Michael addition
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