Experimental and Theoretical Studies in Hydrogen-Bonding Organocatalysis

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Matej Žabka, Radovan Šebesta

Abstract

Chiral thioureas and squaramides are among the most prominent hydrogen-bond bifunctional organocatalysts now extensively used for various transformations, including aldol, Michael, Mannich and Diels-Alder reactions. More importantly, the experimental and computational study of the mode of activation has begun to attract considerable attention. Various experimental, spectroscopic and calculation methods are now frequently used, often as an integrated approach, to establish the reaction mechanism, the mode of activation or explain the stereochemical outcome of the reaction. This article comprises several case studies, sorted according to the method used in their study. The aim of this review is to give the investigators an overview of the methods currently utilized for mechanistic investigations in hydrogen-bonding organocatalysis.

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Citations

Jun 1, 2017·The Journal of Organic Chemistry·Kayla M DiemozAnnaliese K Franz
Jun 18, 2016·Organic & Biomolecular Chemistry·Predrag JovanovicVladimir Savic
Jul 19, 2018·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Xiang LiBo Han
Jun 5, 2019·Organic & Biomolecular Chemistry·Mateusz DygudaŁukasz Albrecht
Feb 2, 2017·Beilstein Journal of Organic Chemistry·Pavel Nagorny, Zhankui Sun
Jul 24, 2021·Organic & Biomolecular Chemistry·Arturo Sauza-de la VegaTomás Rocha-Rinza
May 20, 2020·ACS Applied Materials & Interfaces·Nasim AkhtarDebasis Manna
Jul 18, 2017·The Journal of Organic Chemistry·Jan Otevrel, Pavel Bobal
Sep 28, 2021·Organic & Biomolecular Chemistry·Ryukichi Takagi, Duyen Thi Duong

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Methods Mentioned

BETA
NMR
X-ray
protein folding
infrared spectroscopy

Software Mentioned

IEFPCM

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