Synthesis and applications of diphosphine ligands derived from the lignan hydroxymatairesinol

Yury Brusentsev; Patrik Christoffer Eklund

doi:10.1016/j.cattod.2014.02.032

Synthesis and applications of diphosphine ligands derived from the lignan hydroxymatairesinol

Yury Brusentsev, Patrik Christoffer Eklund

Forskningsoutput: Tidskriftsbidrag › Artikel › Vetenskaplig › Peer review

5 Citeringar (Scopus)

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Sammanfattning

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 prepd. phosphines were evaluated in rhodium catalyzed hydrogenations of different functionalized alkenes. High catalytic activities were obsd. with low catalyst loading at atm. pressure. The phosphines showed moderate to high enantioselectivity depending on the substrate used. Hydrogenation of 1-acetamidostyrene gave 84% ee of the S-enantiomer.

Originalspråk	Odefinierat/okänt
Sidor (från-till)	260–263
Tidskrift	Catalysis Today
Volym	241 Part B
DOI	https://doi.org/10.1016/j.cattod.2014.02.032
Status	Publicerad - 2015
MoE-publikationstyp	A1 Tidskriftsartikel-refererad

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10.1016/j.cattod.2014.02.032

manuscript_18.11.2013.docx

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abstract = "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 prepd. phosphines were evaluated in rhodium catalyzed hydrogenations of different functionalized alkenes. High catalytic activities were obsd. with low catalyst loading at atm. 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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N2 - 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 prepd. phosphines were evaluated in rhodium catalyzed hydrogenations of different functionalized alkenes. High catalytic activities were obsd. with low catalyst loading at atm. pressure. The phosphines showed moderate to high enantioselectivity depending on the substrate used. Hydrogenation of 1-acetamidostyrene gave 84% ee of the S-enantiomer.

AB - 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 prepd. phosphines were evaluated in rhodium catalyzed hydrogenations of different functionalized alkenes. High catalytic activities were obsd. with low catalyst loading at atm. 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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DO - 10.1016/j.cattod.2014.02.032

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