Literature DB >> 10964373

Synthesis, resolution, and applications of 2, 2'-bis(diphenylphosphino)-3,3'- binaphtho[2,1-b]furan.

N G Andersen1, M Parvez, B A Keay.   

Abstract

[structure: see text] A short five-step synthesis of (+/-)-2,2'-bis(diphenylphosphino)-3, 3'-binaphtho[2,1-b]furan (BINAPFu, 1) starting from 2-naphthoxyacetic acid is reported. The resolution of BINAPFu 1 was possible using our newly developed resolution procedure for phosphines wherein (1S)-camphorsulfonyl azide was used to prepare the bisphosphinimine of BINAPFu via the Staundinger reaction. BINAPFu consistently outperformed BINAP in an asymmetric Heck reaction between 2,3-dihydrofuran and phenyl triflate.

Entities:  

Year:  2000        PMID: 10964373     DOI: 10.1021/ol006238+

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  1,2,3-Triazole based bisphosphine, 5-(diphenylphosphanyl)-1-(2-(diphenylphosphanyl)-phenyl)-4-phenyl-1H-1,2,3-triazole: an ambidentate ligand with switchable coordination modes.

Authors:  Latchupatula Radhakrishna; Madhusudan K Pandey; Maravanji S Balakrishna
Journal:  RSC Adv       Date:  2018-07-18       Impact factor: 4.036

2.  Rational design of cyclopropane-based chiral PHOX ligands for intermolecular asymmetric Heck reaction.

Authors:  Marina Rubina; William M Sherrill; Alexey Yu Barkov; Michael Rubin
Journal:  Beilstein J Org Chem       Date:  2014-07-07       Impact factor: 2.883

  2 in total

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