Literature DB >> 12846374

A straightforward synthesis in aqueous medium of enantiomerically. Enriched S(-)2,2'-dihydroxy-1,1'-binaphthyl.

Francesco Trotta1, Giancarlo Cravotto, Giovanni Casile.   

Abstract

Chiral, atropisomeric 2,2'-dihydroxy-1,1'-binaphthyl has been extensively used to direct asymmetric processes. Its key role in asymmetric catalysis has spurred efforts to synthesize it in the optically pure form, but the reported synthetic routes have a significant environmental impact. In an aqueous peroxydase-cyclodextrin system the oxidative coupling of 2-naphthol took place very rapidly in almost quantitative yield and resulted in an enantiomeric excess. This one-pot synthesis do not require any organic solvents and oxidising metal cations.

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Year:  2003        PMID: 12846374     DOI: 10.1065/espr2001.12.104.4

Source DB:  PubMed          Journal:  Environ Sci Pollut Res Int        ISSN: 0944-1344            Impact factor:   4.223


  5 in total

1.  1,1'-Binaphthyl Dimers, Oligomers, and Polymers: Molecular Recognition, Asymmetric Catalysis, and New Materials.

Authors:  Lin Pu
Journal:  Chem Rev       Date:  1998-11-05       Impact factor: 60.622

2.  Organic Reactions Mediated by Cyclodextrins.

Authors:  Keiko Takahashi
Journal:  Chem Rev       Date:  1998-07-30       Impact factor: 60.622

3.  Biomimetic Reactions Catalyzed by Cyclodextrins and Their Derivatives.

Authors:  Ronald Breslow; Steven D. Dong
Journal:  Chem Rev       Date:  1998-07-30       Impact factor: 60.622

4.  Catalytic Activities of CuSO(4)/Al(2)O(3) in Dehydrogenation of Arenes by Dioxygen.

Authors:  Takaaki Sakamoto; Hisatomo Yonehara; Chyongjin Pac
Journal:  J Org Chem       Date:  1997-05-16       Impact factor: 4.354

5.  How do organic solvents affect peroxidase structure and function?

Authors:  K Ryu; J S Dordick
Journal:  Biochemistry       Date:  1992-03-10       Impact factor: 3.162

  5 in total

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