Direct Asymmetric Vinylogous Mannich Addition of 3,5-Disubstituted-4-nitroisoxazoles to Isatin-Derived Imines Catalyzed by a Bifunctional Phase-Transfer-Catalyst

• Published in: Journal of organic chemistry Vol. 83; no. 23; pp. 14617 - 14625
• Main Authors: Xia, Xuejian, Zhu, Qiongqiong, Wang, Jing, Chen, Jie, Cao, Weiguo, Zhu, Bo, Wu, Xiaoyu
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 07.12.2018; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; ANTAGONIST; ENANTIOSELECTIVE SYNTHESIS; 4-NITROISOXAZOLES; PROLIFERATION; KETIMINES; DERIVATIVES; HIGHLY EFFICIENT; DISCOVERY; CONJUGATE ADDITION; MICHAEL ADDITION

Asymmetric Mannich-type addition of 3,5-disubstituted-4-nitroisoxazoles to isatin-derived Boc-protected imines has been realized by using 0.01 equiv of amide phosphonium salt as a phase transfer catalyst. Our current methodology allows for the formation of 3-isoxazolylmethyl-substituted 3-aminooxind...