Version 2 2022-01-19, 17:05Version 2 2022-01-19, 17:05
Version 1 2022-01-18, 18:34Version 1 2022-01-18, 18:34
journal contribution
posted on 2022-01-19, 17:05authored byKun Wang, Saisai Niu, Xin Guo, Weijun Tang, Dong Xue, Jianliang Xiao, Huaming Sun, Chao Wang
Prochiral
racemic allylic alcohols are converted to enantioenriched
chiral alcohols bearing adjacent stereocenters catalyzed by a diamine
diphosphine Ru complex in the presence of tBuOK.
The protocol features a broad substrate scope (56 examples) and high
diastereo- and enantioselectivities (up to >99:1 dr, >99% ee)
and
could be applied to the synthesis of enantioenriched chromane and
indane compounds. Mechanistic studies suggest that the reaction proceeds
via tBuOK-promoted allylic alcohol isomerization
followed by Ru-catalyzed hydrogenative dynamic kinetic resolution.