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Synthesis and applications of diphosphine ligands derived from the lignan hydroxymatairesinol

Paper ID Volume ID Publish Year Pages File Format Full-Text
54344 47006 2015 4 PDF Available
Title
Synthesis and applications of diphosphine ligands derived from the lignan hydroxymatairesinol
Abstract

•4 Chiral diphosphines were prepared from the natural lignan hydroxymatairesinol.•The phosphines were utilized in rhodium catalyzed hydrogenation of alkenes.•High catalytic activity was observed with low catalyst loading.•Hydrogenation of 1-acetamidostyrene gave up to 84% ee of the S-enantiomer.

Highly efficient methods for synthetic modifications of the natural lignan hydroxymatairesinol into chiral diphosphines similar to DIOP were developed. Catalytic activity and induction of enantioselectivity for the prepared phosphines were evaluated in rhodium catalyzed hydrogenations of different functionalized alkenes. High catalytic activities were observed with low catalyst loading at atmospheric pressure. The phosphines showed moderate to high enantioselectivity depending on the substrate used. Hydrogenation of 1-acetamidostyrene gave 84% ee of the S-enantiomer.

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Keywords
Hydroxymatairesinol; Chiral phosphine; DIOP; Lignans; Asymmetric catalysis; Rhodium catalyzed hydrogenation
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Synthesis and applications of diphosphine ligands derived from the lignan hydroxymatairesinol
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Today - Volume 241, Part B, 1 March 2015, Pages 260–263
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
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Price was $35.95
You save - $31
Price after discount Only $4.95
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Full-text PDF Download
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