Publicaciones 2011-2020

@article{RN343,
title = {Theoretical Insights into the Regioselectivity of a Pictet-Spengler Reaction: Transition State Structures Leading to Salsolinol and Isosalsolinol},
author = { I. Almodovar and M.C. Rezende and B.K. Cassels and M. Garcia-Arriagada},
url = {/brokenurl#<Go to ISI>://WOS:000406979900005},
doi = {10.1002/poc.3666},
issn = {0894-3230},
year = {2017},
date = {2017-01-01},
journal = {Journal of Physical Organic Chemistry},
volume = {30},
number = {8},
abstract = {The mechanism of the cyclization step of the Pictet-Spengler reaction between acetaldehyde and dopamine to give salsolinol and isosalsolinol was studied computationally, using density functional theory. The preferential formation in acidic media of salsolinol, the product of para-cyclization, and the requirement of a neutral pH for the formation of the ortho-cyclized isosalsolinol are explained in terms of 2 different mechanistic routes with an iminium ion or a phenolate-iminium zwitterion as starting reactants.},
keywords = {borylation, calculations, catalyzed condensation, density-functional-approach, derivatives dft dopamine, frontier-electron isosalsolinol, mechanism, norcoclaurine of pictet-spengler regioselectivity, salsolinol, synthase, tautomerism, theory},
pubstate = {published},
tppubtype = {article}
}