| Autor: |
Zhi-Cong Geng, Jian Chen, Ning Li, Xiao-Fei Huang, Yong Zhang, Ya-Wen Zhang, Xing-Wang Wang |
| Jazyk: |
angličtina |
| Rok vydání: |
2012 |
| Předmět: |
|
| Zdroj: |
Beilstein Journal of Organic Chemistry, Vol 8, Iss 1, Pp 1710-1720 (2012) |
| Druh dokumentu: |
article |
| ISSN: |
1860-5397 |
| DOI: |
10.3762/bjoc.8.195 |
| Popis: |
The catalytic synthesis of nitrogen-containing heterocycles is of great importance to medicinal and synthetic chemists, and also a challenge for modern chemical methodology. In this paper, we report the synthesis of pyrazolidine derivatives through a domino aza-Michael/hemiacetal sequence with chiral or achiral secondary amines as organocatalysts. Thus, a series of achiral pyrazolidine derivatives were obtained with good yields (up to 90%) and high diastereoselectivities (>20:1) with pyrrolidine as an organocatalyst, and enantioenriched pyrazolidines are also achieved with good results (up to 86% yield, >10/1 regioselectivity, >20:1 dr, 99% ee) in the presence of (S)-diphenylprolinol trimethylsilyl ether catalyst. |
| Databáze: |
Directory of Open Access Journals |
| Externí odkaz: |
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