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Gram Scale Conversion of R-BINAM to R-NOBIN.
Patel, Darshan C; Breitbach, Zachary S; Woods, Ross M; Lim, Yeeun; Wang, Andy; Foss, Frank W; Armstrong, Daniel W.
Afiliação
  • Patel DC; Department of Chemistry and Biochemistry, University of Texas at Arlington , Arlington, Texas 76019, United States.
  • Breitbach ZS; Department of Chemistry and Biochemistry, University of Texas at Arlington , Arlington, Texas 76019, United States.
  • Woods RM; Department of Chemistry and Biochemistry, University of Texas at Arlington , Arlington, Texas 76019, United States.
  • Lim Y; Department of Chemistry and Biochemistry, University of Texas at Arlington , Arlington, Texas 76019, United States.
  • Wang A; Department of Chemistry and Biochemistry, University of Texas at Arlington , Arlington, Texas 76019, United States.
  • Foss FW; Department of Chemistry and Biochemistry, University of Texas at Arlington , Arlington, Texas 76019, United States.
  • Armstrong DW; Department of Chemistry and Biochemistry, University of Texas at Arlington , Arlington, Texas 76019, United States.
J Org Chem ; 81(3): 1295-9, 2016 Feb 05.
Article em En | MEDLINE | ID: mdl-26741793
ABSTRACT
A mild, operationally simple, and single-step transition-metal-free protocol for the synthesis of enantiomerically pure (R)-(+)-2'-amino-1,1'-binaphthalen-2-ol (R-NOBIN) from (R)-(+)-1,1'-binaphthyl-2,2'-diamine (R-BINAM) is reported. The one-pot conversion proceeds with good yield and shows no racemization. The hydroxyl on the R-NOBIN product was shown to have come from water in the reaction medium via an H2(18)O study. The correct value of the specific rotation of R-NOBIN was reported.
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2016 Tipo de documento: Article
Texto completo
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Texto completo: 1 Base de dados: MEDLINE Idioma: En Ano de publicação: 2016 Tipo de documento: Article