10.1021/ol501549x.s001
James D. White
James D.
White
Subrata Shaw
Subrata
Shaw
A New Cobalt–Salen Catalyst for Asymmetric
Cyclopropanation. Synthesis of the Serotonin–Norepinephrine
Repuptake Inhibitor (+)-Synosutine
American Chemical Society
2014
ci
ethyl diazoacetate
presence
cobalt
disubstituted
New
SynosutineA
Asymmetric cyclopropanation
Repuptake
ethylene
chiral scaffold
diastereo
Serotonin
enantioselectivity
Catalyst
potassium thioacetate
inhibitor
C 2
Synthesi
reuptake
cyclopropane
formation
catalyst
Inhibitor
serotonin
Asymmetric Cyclopropanation
promoter
Cobalt
synosutine
synthesis
2014-08-01 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/A_New_Cobalt_Salen_Catalyst_for_Asymmetric_Cyclopropanation_Synthesis_of_the_Serotonin_Norepinephrine_Repuptake_Inhibitor_Synosutine/2269234
A new <i>C</i><sub>2</sub> symmetric cobalt(II)–salen
catalyst based on <i>cis</i>-2,5-diaminobicyclo[2.2.2]octane
as the chiral scaffold was prepared which, in the presence of potassium
thioacetate as the promoter, catalyzed the formation of cyclopropanes
from 1,1-disubstituted ethylenes and ethyl diazoacetate in high yield
and with excellent diastereo- and enantioselectivity. Asymmetric cyclopropanation
with the catalyst was used in a short, efficient synthesis of the
dual serotonin–epinephrine reuptake inhibitor (+)-synosutine.