Asymmetric Michael addition reactions of nitroalkanes to 2-furanones catalyzed by bifunctional thiourea catalysts

作者：Bai, Zhushuang; Ji, Ling; Ge, Zemei; Wang, Xin^*; Li, Runtao

来源：Organic and Biomolecular Chemistry, 2015, 13(19): 5363-5366.

DOI：10.1039/c5ob00708a

• ENANTIOSELECTIVE CONJUGATE ADDITION
• VINYLOGOUS MANNICH REACTION
• ALLYLIC ALKYLATION
• ALDOL REACTIONS
• DERIVATIVES
• QUATERNARY
• ALDEHYDES
• KETONES
• ALPHA
• ACIDS

The first bifunctional thiourea catalyzed asymmetric Michael addition reactions of nitroalkanes to 2-furanones are described. The highly functionalized gamma-lactones with two or three consecutive stereogenic carbons were obtained in high yields (up to 99%), high diastereoselectivities (up to > 20 : 1 dr) and enantioselectivities (up to > 99% ee).

• 出版日期2015
• 单位北京大学