Enantioselective Alkyne Addition to Aliphatic, Aromatic, and Vinyl Aldehydes Using Zn, iPrI, H8BINOL, and Ti(OiPr)4
journal contribution
posted on 2015-11-20, 00:00 authored by Wen-Cai Huang, Winnie Liu, Xue-Dan Wu, Jun Ying, Lin PuA new catalytic system based on the
readily available Zn, iPrI, H8BINOL, and Ti(OiPr)4 has been developed which avoids the use of
pyrophoric ZnEt2. It can effectively catalyze the reaction
of various terminal alkynes
with aromatic, aliphatic, and vinyl aldehydes to generate chiral propargylic
alcohols at room temperature with up to 98% yield and 98% enantiomeric
excess. This new system signifciantly expands the substrate scope
of the previously reported system using Zn, EtI, BINOL, and Ti(OiPr)4.
