Downstream Paradigm in Enamine Catalysis: Comment on “On Stereocontrol in Organocatalytic α-Chlorinations of Aldehydes”

03 May 2021, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


We present kinetic modeling results in order to evaluate different mechanistic proposals that have been presented concerning the role of “downstream intermediates” in enamine catalysis. The focus of the debate is the identity and role of aminal intermediates. Are the aminals syn or are they anti, or are both observed? Do they lie on the catalytic cycle, as we suggest, or are they off-cycle species?


Asymmetric Catalysis
Kinetics analysis
pyrollidine catalysts
reaction mechanisms
enamine catalysis
hierarchical enantioselection processes
Microscopic Reversibility


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