Literature DB >> 23549209

Asymmetric organocatalysis mediated by α,α-L-diaryl prolinols: recent advances.

Sara Meninno1, Alessandra Lattanzi.   

Abstract

This feature article illustrates progress in asymmetric organocatalysis achieved by using readily available α,α-L-diaryl prolinols from 2009 up to middle 2012. This class of bifunctional organocatalysts has shown the ability to catalyze a variety of reactions such as epoxidation, cyclopropanation, α-sulfenylation of active methines, cross conjugate addition, direct aldol, cycloaddition and desymmetrization reactions. The most striking feature of these promoters is to enable either non-covalent or covalent activation of the reagents, thus distinguishing themselves as a rare example of organic promoters capable of encompassing alternative mechanistic pathways, namely enamine/iminium catalysis and Brønsted acid/base catalysis.

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Year:  2013        PMID: 23549209     DOI: 10.1039/c3cc36928e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  7 in total

1.  DFT study of the dual catalytic role of L-proline in the aldol reaction and the effect of water on it.

Authors:  Yasaman Nobakht; Nematollah Arshadi
Journal:  J Mol Model       Date:  2018-11-06       Impact factor: 1.810

2.  Catalytic Upgrading in Bacteria-Compatible Conditions via a Biocompatible Aldol Condensation.

Authors:  Dylan W Domaille; Glenn R Hafenstine; Mattias A Greer; Andrew P Goodwin; Jennifer N Cha
Journal:  ACS Sustain Chem Eng       Date:  2016-02-15       Impact factor: 8.198

3.  Organocatalytic atroposelective synthesis of axially chiral styrenes.

Authors:  Sheng-Cai Zheng; San Wu; Qinghai Zhou; Lung Wa Chung; Liu Ye; Bin Tan
Journal:  Nat Commun       Date:  2017-05-03       Impact factor: 14.919

4.  Old tricks, new dogs: organocatalytic dienamine activation of α,β-unsaturated aldehydes.

Authors:  Vanesa Marcos; José Alemán
Journal:  Chem Soc Rev       Date:  2016-11-02       Impact factor: 54.564

5.  Racemic hemiacetals as oxygen-centered pronucleophiles triggering cascade 1,4-addition/Michael reaction through dynamic kinetic resolution under iminium catalysis. Development and mechanistic insights.

Authors:  Ane Orue; Uxue Uria; David Roca-López; Ignacio Delso; Efraím Reyes; Luisa Carrillo; Pedro Merino; Jose L Vicario
Journal:  Chem Sci       Date:  2017-01-30       Impact factor: 9.825

Review 6.  Recent Advances in Asymmetric Organocatalyzed Conjugate Additions to Nitroalkenes.

Authors:  Diego A Alonso; Alejandro Baeza; Rafael Chinchilla; Cecilia Gómez; Gabriela Guillena; Isidro M Pastor; Diego J Ramón
Journal:  Molecules       Date:  2017-05-29       Impact factor: 4.411

7.  Azaheterocyclic diphenylmethanol chiral solvating agents for the NMR chiral discrimination of alpha-substituted carboxylic acids.

Authors:  Gao-Wei Li; Xiao-Juan Wang; Dan-Dan Cui; Yu-Fei Zhang; Rong-Yao Xu; Shuai-Hua Shi; Lan-Tao Liu; Min-Can Wang; Hong-Min Liu; Xin-Xiang Lei
Journal:  RSC Adv       Date:  2020-09-18       Impact factor: 4.036

  7 in total

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