Details

Autor(en) / Beteiligte

• Zhao, Hong-Wu
• Tian, Ting
• Pang, Hai-Liang
• Li, Bo
• Chen, Xiao-Qin
• Yang, Zhao
• Meng, Wei
• Song, Xiu-Qing
• Zhao, Yu-Di
• Liu, Yue-Yang

Titel

Organocatalytic [3+2] Cycloadditions of Barbiturate-Based Olefins with 3-Isothiocyanato Oxindoles: Highly Diastereoselective and Enantioselective Synthesis of Dispirobarbiturates

Ist Teil von

• Advanced synthesis & catalysis, 2016-08, Vol.358 (16), p.2619-2630

Ort / Verlag

Blackwell Publishing Ltd

Erscheinungsjahr

2016

Quelle

Wiley Online Library

Beschreibungen/Notizen

• Catalyzed by a Cinchona‐based thiourea, the [3+2] cycloadditions of barbiturate‐based olefins with 3‐isothiocyanatooxindoles proceeded readily, and furnished dispirobarbiturates in excellent chemical yields with excellent diastereo‐ and enantioselectivities. The absolute configuration of dispirobarbiturates was firmly confirmed by an X‐ray single crystal structure analysis. A reaction mechanism was proposed to account for the enantioselective formation of dispirobarbiturates.