Chiral silver amide-catalyzed enantioselective [3 + 2] cycloaddition of alpha-aminophosphonates with olefins.
The first catalytic asymmetric [3 + 2] cycloadditions of Schiff bases of alpha-aminophosphonates with olefins have been developed. Chiral silver amide complexes bearing (R)-DTBM-SEGPHOS worked well as catalysts for the first time, and proline phosphonic analogues were obtained in high yields with excellent exo- and enantioselectivities.
Yamashita
Yasuhiro
Y
Department of Chemistry, School of Science, The University of Tokyo, and the HFRE Division, ERATO, Japan Science Technology Agency, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Guo
Xun-Xiang
XX
Takashita
Ryuta
R
Kobayashi
Shū
S
D000475:Alkenes / Q000737:chemistry*; D000577:Amides / Q000737:chemistry; D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D009941:Organomercury Compounds / Q000737:chemistry; D063065:Organophosphonates / Q000737:chemistry*; D011392:Proline / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D012545:Schiff Bases / Q000737:chemistry; D012834:Silver / Q000737:chemistry; D013237:Stereoisomerism
D000475:Alkenes; D000577:Amides; D000588:Amines; D009941:Organomercury Compounds; D063065:Organophosphonates; D012545:Schiff Bases; D012834:Silver; D011392:Proline