posted on 2022-07-22, 13:41authored byAjay Sharma, Satyendra Kumar Pandey
An efficient, simple, and concise organocatalyzed protecting-group-free
synthetic approach to the stereoisomers of the antidepressant drug
reboxetine and its implementation toward the asymmetric synthesis
of (S,S)-reboxetine and (S,R)-reboxetine
from commercially available trans-cinnamaldehyde
are described. The synthesis features organocatalytic Jørgensen
asymmetric epoxidation, epoxide migration, and Mitsunobu inversion
as key steps.