title: Phosphine-Catalyzed Aza-MBH Reactions of Vinylpyridines: Efficient and Rapid Access to 2,3,5-Triarylsubstituted 3-Pyrrolines.
abstract: Vinylpyridines have been developed in aza-Morita-Baylis-Hillman (MBH) reaction to construct triarylsubstituted 3-pyrrolines. The first electron-deficient aromatic ring is marked as an activating mode for the vinyl group in the MBH reaction. This method provides efficient and rapid access to a range of triarylpyrrolines in good yields and at an excellent level of diastereoselectivity. Moreover, the synthetic potential of this protocol is further enhanced by the straightforward synthesis of unsymmetrical tri- and polyarylsubstituted pyrroles.
authors: †State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China.
authors: Jing
authors: J
authors: Chen
authors: ‡Shanghai Key Laboratory of New Drug Design, School of Pharmacy, and State Key Laboratory of Bioengineering Reactor, East China University of Science and Technology, 130 Mei-long Road, Shanghai 200237, China.
authors: Jianjun
authors: J
authors: Li
authors: ‡Shanghai Key Laboratory of New Drug Design, School of Pharmacy, and State Key Laboratory of Bioengineering Reactor, East China University of Science and Technology, 130 Mei-long Road, Shanghai 200237, China.
authors: Jiazhe
authors: J
authors: Wang
authors: ‡Shanghai Key Laboratory of New Drug Design, School of Pharmacy, and State Key Laboratory of Bioengineering Reactor, East China University of Science and Technology, 130 Mei-long Road, Shanghai 200237, China.
authors: Hao
authors: H
authors: Li
authors: ‡Shanghai Key Laboratory of New Drug Design, School of Pharmacy, and State Key Laboratory of Bioengineering Reactor, East China University of Science and Technology, 130 Mei-long Road, Shanghai 200237, China.|§Department of Chemistry and Chemical Biology, University of New Mexico, Albuquerque, New Mexico 87131-0001, United States.
authors: Wei
authors: W
authors: Wang
authors: †State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, China.
authors: Yuewei
authors: Y
authors: Guo
mesh_terms: D002384:Catalysis; D015394:Molecular Structure; D010720:Phosphines / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000737:chemistry*
chemical_list: D010720:Phosphines; D011758:Pyrroles; D014753:Vinyl Compounds; C013231:pyrroline; C044646:phosphine