Download PDF
Synfacts 2011(5): 0571-0571  
DOI: 10.1055/s-0030-1259813
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Enantioselective Imine Alkynylation with Fe3O4-Supported Copper Pybox

Contributor(s): Yasuhiro Uozumi, Takao Osako
T. Zeng, L. Yang, R. Hudson, G. Song*, A. R. Moores, C.-J. Li*
East China University of Science and Technology, Shanghai, P. R. of China and McGill University, Montreal, Canada
Further Information

Publication History

Publication Date:
15 April 2011 (online)

    Permissions and Reprints

Significance

Fe3O4 nanoparticle supported ­copper(I) pybox catalyst 3 was prepared by im­mobilization of pybox 2 onto alkylamine-tethered silica-coated nanoparticles 1 in the presence of CuBr and BINOL followed by treatment with (CuOTf)2˙toluene (eq. 1). The catalyst promoted the enantioselective addition of terminal alkynes to imines to give the corresponding adducts in 80-94% yield with 84-92% ee (6 examples, eq. 2).