Experimental and Computational Studies Unraveling the Peculiarity of Enolizable Oxoesters in the Organocatalyzed Mannich-Type Addition to Cyclic N-Acyl Iminium Ions
, Valeria Di Bussolo 2, Lucilla Favero 1,* and Mauro Pineschi 1,*Round 1
Reviewer 1 Report
In this work, the authors studied a novel catalytic enantioselective direct α-amidoalkylation of quinolines and isoquinolines with γ- and δ-oxoesters. They show low diastereoselectivity and low to moderate values of enantioselectivity. The DFT was also used to support the experimental results. The manuscript is well written; the results are interesting and supported by the data presented. There are one or two minor typos within the text, which I am sure the authors will correct. I believe this manuscript is strong enough to be published 'as is'. Thank you.
Author Response
Some typos present in the text (extimated, aldehydic, polifunctionalized, not separable) have been corrected.
Reviewer 2 Report
This manuscript describes the full details of the asymmetric Mannich-type condensation of cyclic N-acyl iminium ions mediated by organocatalysts. Furthermore, the authors carried out some computational studies to clarify the observed low diastereoselectivities of the reactions.
Chemistries described in this paper would be a nice piece of work and of interest for a number of researchers in this field.
I recommend this manuscript for publication in Molecules.
A few minor points:
The format of the Table 1 is confusing. Particularly, the meaning of the number of ratios shown are difficult to understand what does this mean. I would like to suggest to modify the Table simple and clear to improve the quality of the manuscript.
Author Response
The meaning of the number of ratios in Table 1 has been modified in accordance with Reviewer’s suggestion.
