Literature DB >> 27479243

Applications and stereoselective syntheses of P-chirogenic phosphorus compounds.

Mathieu Dutartre1, Jérôme Bayardon, Sylvain Jugé.   

Abstract

Phosphorus compounds bearing chirality on the P-center are usually qualified as P-chirogenic or P-stereogenic. This chemical class concerns natural products, agrochemistry, molecular materials, biology and pharmacy, although it is certainly in coordination chemistry and in asymmetric catalysis using chiral transition metal complexes that P-chirogenic phosphorus compounds are the most used. The chiral phosphine ligands and their uses in asymmetric metal-catalyzed reactions have been widely reviewed in literature. However, an overview covering the applications as well as the stereoselective syntheses of all classes of phosphorus compounds has not yet been provided. This review reports the best stereoselective or asymmetric syntheses, the most efficient P*-building blocks and functionalisation of P-chirogenic compounds, in the light of chiral phosphorus compound applications. It is an extensive and useful documentation from pioneering work to recent advances in phosphorus stereochemistry.

Entities:  

Year:  2016        PMID: 27479243     DOI: 10.1039/c6cs00031b

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  18 in total

1.  Enantioselective hydrogen-bond-donor catalysis to access diverse stereogenic-at-P(V) compounds.

Authors:  Katherine C Forbes; Eric N Jacobsen
Journal:  Science       Date:  2022-06-09       Impact factor: 63.714

2.  Catalytic asymmetric and stereodivergent oligonucleotide synthesis.

Authors:  Aaron L Featherston; Yongseok Kwon; Matthew M Pompeo; Oliver D Engl; David K Leahy; Scott J Miller
Journal:  Science       Date:  2021-02-12       Impact factor: 47.728

3.  Structural Snapshots in Reversible Phosphinidene Transfer: Synthetic, Structural, and Reaction Chemistry of a Sn═P Double Bond.

Authors:  Malte Fischer; Matthew M D Roy; Lewis L Wales; Mathias A Ellwanger; Andreas Heilmann; Simon Aldridge
Journal:  J Am Chem Soc       Date:  2022-05-10       Impact factor: 16.383

4.  Formation of macrocyclic ring systems by carbonylation of trifunctional P/B/B frustrated Lewis pairs.

Authors:  Long Wang; Shunxi Dong; Constantin G Daniliuc; Lei Liu; Stefan Grimme; Robert Knitsch; Hellmut Eckert; Michael Ryan Hansen; Gerald Kehr; Gerhard Erker
Journal:  Chem Sci       Date:  2017-12-14       Impact factor: 9.825

5.  Tailored trisubstituted chiral Cp x RhIII catalysts for kinetic resolutions of phosphinic amides.

Authors:  Y Sun; N Cramer
Journal:  Chem Sci       Date:  2018-02-05       Impact factor: 9.825

6.  Direct 1,1-Bisphosphonation of Isocyanides: Atom- and Step-Economical Access to Bisphosphinoylaminomethanes.

Authors:  Qing Yuan; Hua-Wei Liu; Zhong-Jian Cai; Shun-Jun Ji
Journal:  ACS Omega       Date:  2021-03-17

7.  Highly regio- and stereoselective phosphinylphosphination of terminal alkynes with tetraphenyldiphosphine monoxide under radical conditions.

Authors:  Dat Phuc Tran; Yuki Sato; Yuki Yamamoto; Shin-Ichi Kawaguchi; Shintaro Kodama; Akihiro Nomoto; Akiya Ogawa
Journal:  Beilstein J Org Chem       Date:  2021-04-20       Impact factor: 2.883

8.  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

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.  Convergent Synthesis of Polysubstituted Furans via Catalytic Phosphine Mediated Multicomponent Reactions.

Authors:  Xia Fan; Rongshun Chen; Jie Han; Zhengjie He
Journal:  Molecules       Date:  2019-12-16       Impact factor: 4.411

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