Literature DB >> 20567785

Chiral phosphine oxides in present-day organocatalysis.

Maurizio Benaglia1, Sergio Rossi.   

Abstract

The design and synthesis of new chiral Lewis bases is a field of extraordinary activity; in this context, while N-oxides derived from both N-heterocyclic systems and aliphatic amines have found widespread applications in organocatalysis, quite surprisingly phosphine oxides have been used less frequently. This contribution will highlight the relatively few examples of stereoselective transformations organocatalyzed by chiral phosphine oxides, discussing the different proposed reaction mechanisms and identifying topics for future investigation in what can be most certainly defined as an "Emerging Area".

Entities:  

Year:  2010        PMID: 20567785     DOI: 10.1039/c004681g

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  11 in total

Review 1.  Phosphorus-Based Catalysis.

Authors:  Changmin Xie; Andrew J Smaligo; Xian-Rong Song; Ohyun Kwon
Journal:  ACS Cent Sci       Date:  2021-03-16       Impact factor: 14.553

2.  1-Ethyl-3-methylimidazolium acetate as a highly efficient organocatalyst for cyanosilylation of carbonyl compounds with trimethylsilyl cyanide.

Authors:  Bakhtar Ullah; Jingwen Chen; Zhiguo Zhang; Huabin Xing; Qiwei Yang; Zongbi Bao; Qilong Ren
Journal:  Sci Rep       Date:  2017-02-15       Impact factor: 4.379

3.  Novel Chiral Bis-Phosphoramides as Organocatalysts for Tetrachlorosilane-Mediated Reactions.

Authors:  Sergio Rossi; Marco Ziliani; Rita Annunziata; Maurizio Benaglia
Journal:  Molecules       Date:  2017-12-08       Impact factor: 4.411

4.  Driving Recursive Dehydration by PIII/PV Catalysis: Annulation of Amines and Carboxylic Acids by Sequential C-N and C-C Bond Formation.

Authors:  Morgan Lecomte; Jeffrey M Lipshultz; Shin-Ho Kim-Lee; Gen Li; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2019-07-30       Impact factor: 15.419

5.  Enantioselective α-Arylation of Ketones via a Novel Cu(I)-Bis(phosphine) Dioxide Catalytic System.

Authors:  Margarita Escudero-Casao; Giulia Licini; Manuel Orlandi
Journal:  J Am Chem Soc       Date:  2021-02-26       Impact factor: 15.419

6.  Access to P-chiral sec- and tert-phosphine oxides enabled by Le-Phos-catalyzed asymmetric kinetic resolution.

Authors:  Haile Qiu; Qiang Dai; Jiafeng He; Wenbo Li; Junliang Zhang
Journal:  Chem Sci       Date:  2020-09-02       Impact factor: 9.825

7.  Enantioselective Cu-Catalyzed Arylation of Secondary Phosphine Oxides with Diaryliodonium Salts toward the Synthesis of P-Chiral Phosphines.

Authors:  Rodolphe Beaud; Robert J Phipps; Matthew J Gaunt
Journal:  J Am Chem Soc       Date:  2016-09-30       Impact factor: 15.419

8.  N-Phosphine Oxide-Substituted Imidazolylidenes (PoxIms): Multifunctional Multipurpose Carbenes.

Authors:  Sunit Hazra; Yoichi Hoshimoto; Sensuke Ogoshi
Journal:  Chemistry       Date:  2017-10-04       Impact factor: 5.236

9.  Enantioselective synthesis of P-chiral tertiary phosphine oxides with an ethynyl group via Cu(i)-catalyzed azide-alkyne cycloaddition.

Authors:  Ren-Yi Zhu; Long Chen; Xiao-Si Hu; Feng Zhou; Jian Zhou
Journal:  Chem Sci       Date:  2019-11-06       Impact factor: 9.825

10.  An Improved PIII/PV═O-Catalyzed Reductive C-N Coupling of Nitroaromatics and Boronic Acids by Mechanistic Differentiation of Rate- and Product-Determining Steps.

Authors:  Gen Li; Trevor V Nykaza; Julian C Cooper; Antonio Ramirez; Michael R Luzung; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2020-03-25       Impact factor: 15.419

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