Stereoselective Synthesis of Optically Pure 2-Amino-2′-hydroxy-1,1′-binaphthyls

Hagit Forkosh; Vlada Vershinin; Hagai Reiss; Doron Pappo

doi:https://doi.org/10.1021/acs.orglett.8b00800

Stereoselective Synthesis of Optically Pure 2-Amino-2′-hydroxy-1,1′-binaphthyls

Hagit Forkosh, Vlada Vershinin, Hagai Reiss, Doron Pappo

Department of Chemistry

Ben-Gurion University of the Negev

Research output: Contribution to journal › Article › peer-review

Abstract

Direct entry to optically pure 2-amino-2′-hydroxy-1,1′-binaphthyl (NOBIN) derivatives by an iron-catalyzed stereoselective oxidative cross-coupling reaction between 2-naphthol and 2-aminonaphthalene with a labile chiral auxiliary is reported. This efficient method offers entry to tailor-designed (R_a)- and (S_a)-NOBINs that are not accessible by any other means.

Original language	American English
Pages (from-to)	2459-2463
Number of pages	5
Journal	Organic Letters
Volume	20
Issue number	8
DOIs	https://doi.org/10.1021/acs.orglett.8b00800
State	Published - 20 Apr 2018

All Science Journal Classification (ASJC) codes

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "Direct entry to optically pure 2-amino-2′-hydroxy-1,1′-binaphthyl (NOBIN) derivatives by an iron-catalyzed stereoselective oxidative cross-coupling reaction between 2-naphthol and 2-aminonaphthalene with a labile chiral auxiliary is reported. This efficient method offers entry to tailor-designed (Ra)- and (Sa)-NOBINs that are not accessible by any other means.",

author = "Hagit Forkosh and Vlada Vershinin and Hagai Reiss and Doron Pappo",

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AU - Reiss, Hagai

AU - Pappo, Doron

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N2 - Direct entry to optically pure 2-amino-2′-hydroxy-1,1′-binaphthyl (NOBIN) derivatives by an iron-catalyzed stereoselective oxidative cross-coupling reaction between 2-naphthol and 2-aminonaphthalene with a labile chiral auxiliary is reported. This efficient method offers entry to tailor-designed (Ra)- and (Sa)-NOBINs that are not accessible by any other means.

AB - Direct entry to optically pure 2-amino-2′-hydroxy-1,1′-binaphthyl (NOBIN) derivatives by an iron-catalyzed stereoselective oxidative cross-coupling reaction between 2-naphthol and 2-aminonaphthalene with a labile chiral auxiliary is reported. This efficient method offers entry to tailor-designed (Ra)- and (Sa)-NOBINs that are not accessible by any other means.

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Stereoselective Synthesis of Optically Pure 2-Amino-2′-hydroxy-1,1′-binaphthyls

Abstract

All Science Journal Classification (ASJC) codes

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