Remote asymmetric conjugate addition catalyzed by a bifunctional spiro-pyrrolidine-derived thiourea catalyst

Autor: Fu-Min Zhang, Ai-Jun Ma, Ming-Hui Xu, Jin-Bao Peng, Yong-Hai Yuan, Kun Zhang, Yong-Qiang Tu, Dong-Dong Liang, Xiao-Ming Zhang
Rok vydání: 2021
Předmět:
Zdroj: Organic Chemistry Frontiers. 8:3292-3297
ISSN: 2052-4129
DOI: 10.1039/d1qo00238d
Popis: A novel spiro-pyrrolidine (SPD)-derived bifunctional thiourea catalyst has been developed, enabling the development of a stereoselective conjugate addition of furfurals to β,γ-unsaturated α-ketoesters. The reaction represents an example of asymmetric trienamine catalysis in the benzylic C–H functionalization of 5-benzylfurfurals, and the rigid spirocyclic framework of the catalyst is proven to be essential for a highly enantioselective transformation.
Databáze: OpenAIRE