10.1021/jo202324f.s001
Liang-Qiu Lu
Liang-Qiu
Lu
Zhi-Hui Ming
Zhi-Hui
Ming
Jing An
Jing
An
Chao Li
Chao
Li
Jia-Rong Chen
Jia-Rong
Chen
Wen-Jing Xiao
Wen-Jing
Xiao
Enantioselective Cascade
Reactions of Stable Sulfur
Ylides and Nitroolefins through an Axial-to-Central Chirality Transfer
Strategy
American Chemical Society
2012
cycloaddition
Transfer
sulfide
enantioenriched
enantioselective
Stable Sulfur Ylides
transfer
synthetically
annulation
chirality
stereoselectivitie
Enantioselective Cascade Reactions
strategy
stereocontroller
heterocycle
Chirality
pharmaceutically
StrategyAn
Nitroolefin
sulfur ylides
chiral
yield
cascade
e.r
oxazolidinone
d.r
nitroolefin
2012-01-20 00:00:00
Dataset
https://acs.figshare.com/articles/dataset/Enantioselective_Cascade_Reactions_of_Stable_Sulfur_Ylides_and_Nitroolefins_through_an_Axial_to_Central_Chirality_Transfer_Strategy/2557540
An enantioselective [4 + 1] annulation/rearrangement
cascade of
stable sulfur ylides and nitroolefins has been developed through an
efficient axial-to-central chirality transfer with the use of a chiral
BINOL-derived sulfide as a reliable stereocontroller. It can provide
pharmaceutically and synthetically important oxazolidinones in high
stereoselectivities (up to 96:4 e.r. and >95:5 d.r.). Moreover,
this
strategy was also successfully applied to the asymmetric [4 + 1]/[3
+ 2] cycloaddition cascade of sulfur ylides with alkene-tethered nitroolefins,
and the corresponding enantioenriched fused heterocycles (up to 87:13
e.r. and >95:5 d.r.) were obtained in good to excellent yields
(54–95%
yields).