Literature DB >> 16506743

Platinum-catalyzed asymmetric alkylation of secondary phosphines: enantioselective synthesis of p-stereogenic phosphines.

Corina Scriban1, David S Glueck.   

Abstract

The chiral Pt catalyst precursor Pt((R,R)-Me-Duphos)(Ph)(Cl) mediated alkylation of racemic secondary phosphines PHR(R') with benzyl halides in the presence of base to give enantioenriched tertiary phosphines PR(R')(CH2Ar). Similar reactions of bis(secondary) phosphines yielded chiral diphosphines in up to 93% ee and with good rac/meso diastereoselection.

Entities:  

Year:  2006        PMID: 16506743     DOI: 10.1021/ja058096q

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  5 in total

1.  Direct visible-light-induced synthesis of P-stereogenic phosphine oxides under air conditions.

Authors:  Ying Zhang; Jia Yuan; Guanglong Huang; Hong Yu; Jinpeng Liu; Jian Chen; Sixuan Meng; Jian-Ji Zhong; Li Dang; Guang-Ao Yu; Chi-Ming Che
Journal:  Chem Sci       Date:  2022-04-25       Impact factor: 9.969

2.  Enantioselective synthesis of P-stereogenic phosphinates and phosphine oxides by molybdenum-catalyzed asymmetric ring-closing metathesis.

Authors:  James Stephen Harvey; Steven J Malcolmson; Katherine S Dunne; Simon J Meek; Amber L Thompson; Richard R Schrock; Amir H Hoveyda; Véronique Gouverneur
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

3.  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

Review 4.  Preparation of phosphines through C-P bond formation.

Authors:  Iris Wauters; Wouter Debrouwer; Christian V Stevens
Journal:  Beilstein J Org Chem       Date:  2014-05-09       Impact factor: 2.883

5.  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

  5 in total

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