Riaño Iker, Díaz Estibaliz, Uria Uxue, Reyes Efraím, Carrillo Luisa, Vicario Jose L
Department of Organic Chemistry II, University of the Basque Country (UPV/EHU), P.O. Box 644, 48080 Bilbao, Spain.
Chem Commun (Camb). 2016 Feb 7;52(11):2330-3. doi: 10.1039/c5cc09329e.
The asymmetric synthesis of substituted pyrrolidines has been accomplished using a novel organocatalytic cyclization reaction promoted by a Cinchona alkaloid based primary amine. The reaction proceeds smoothly yielding pyrrolidine-2,2-dicarboxylates after in situ diastereoselective reduction with high levels of enantioselection. Furthermore, these adducts could be easily transformed into N-protected disubstituted prolines through the base-promoted diastereoselective C → N alkoxycarbonyl transfer reaction.
使用一种由金鸡纳生物碱衍生的伯胺促进的新型有机催化环化反应，实现了取代吡咯烷的不对称合成。该反应顺利进行，原位非对映选择性还原后生成具有高对映选择性的吡咯烷-2,2-二羧酸酯。此外，通过碱促进的非对映选择性C→N烷氧羰基转移反应，这些加合物可以很容易地转化为N-保护的二取代脯氨酸。
