An Ylide Transformation of Rhodium(I) Carbene: Enantioselective Three-Component Reaction through Trapping of Rhodium(I)-Associated Ammonium Ylides by beta-Nitroacrylates

作者：Ma, Xiaochu; Jiang, Jun; Lv, Siying; Yao, Wenfeng; Yang, Yang; Liu, Shunying^*; Xia, Fei; Hu, Wenhao

来源：Angewandte Chemie - International Edition, 2014, 53(48): 13136-13139.

DOI：10.1002/anie.201407740

• ammonium ylide
• carbenes
• multicomponent reactions
• beta-nitroacrylates
• rhodium

The chiral Rh-I-diene-catalyzed asymmetric three-component reaction of aryldiazoacetates, aromatic amines, and beta-nitroacrylates was achieved to obtain gamma-nitro-alpha-aminosuccinates in good yields and with high diastereo- and enantioselectivity. This reaction is proposed to proceed through the enantioselective trapping of Rh-I-associated ammonium ylides by nitroacrylates. This new transformation represents the first example of Rh-I-carbene-induced ylide transformation.

• 出版日期2014-11-24
• 单位华东师范大学