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Aminocatalysis: Beyond Steric Shielding and Hydrogen‐Bonding
Author(s) -
Matos Paz Bruno,
Jiang Hao,
Jørgensen Karl Anker
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201405038
Subject(s) - steric effects , electromagnetic shielding , outcome (game theory) , reagent , hydrogen bond , chemistry , hydrogen , catalysis , shielding effect , computational chemistry , substrate (aquarium) , chemical physics , photochemistry , stereochemistry , materials science , organic chemistry , molecule , mathematical economics , mathematics , composite material , oceanography , geology
Abstract The stereochemical outcome of most aminocatalytic transformations is determined by the steric‐shielding or hydrogen‐directing approach. However, in recent years several reactions have appeared in which the stereochemical outcome is beyond these two approaches. This Concept article will highlight such reactions and postulate that the stereochemical outcome can be accounted for by electrostatic interactions between the catalyst‐bound substrate and the reagent in the transition state.