Tunable ligands for asymmetric catalysis: readily available carbohydrate-derived diarylphosphinites induce high selectivity in the hydrovinylation of styrene derivatives.

Tunable ligands for asymmetric catalysis: readily available carbohydrate-derived diarylphosphinites induce high selectivity in the hydrovinylation of styrene derivatives. Research Abstract Details 

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Tunable ligands for asymmetric catalysis: readily available carbohydrate-derived diarylphosphinites induce high selectivity in the hydrovinylation of styrene derivatives. Abstract Text:

Haengsoon Park,T V RajanBabu,

Only a limited number of ligands have been successfully employed for the Ni-catalyzed asymmetric hydrovinylation reaction. Diarylphosphonites prepared from readily available carbohydrates in conjunction with a highly dissociated counterion ([3,5-(CF3)2-C6H3)4B]- or SbF6-) effect the hydrovinylation of 4-bromostyrene or 4-isobutylstyrene under ambient pressure of ethylene with the best overall selectivities reported to date for these important substrates. In a prototypical synthesis of a 2-arylpropionic acid, 3-(4-bromophenyl)-1-butene (prepared in 98% isolated yield and 89% ee from 4-bromostyrene) has been transformed into (R)-ibuprofen by Ni-catalyzed cross-coupling with i-BuMgBr, ozonolysis, and subsequent oxidation of the resulting aldehyde.

Tunable ligands for asymmetric catalysis: readily available carbohydrate-derived diarylphosphinites induce high selectivity in the hydrovinylation of styrene derivatives. Publishing Authors By Initials

H Park,TV RajanBabu,

For similar organic chemicals: hydrocarbons: hydrocarbons, acyclic: alkenes: vinyl compounds research abstracts see: organic chemicals: hydrocarbons: hydrocarbons, acyclic: alkenes: vinyl compounds research

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Tunable ligands for asymmetric catalysis: readily available carbohydrate-derived diarylphosphinites induce high selectivity in the hydrovinylation of styrene derivatives. Journal Published:

PUBLICATION TYPE: Research Support, U.S. Gov't,

Journal: Journal of the American Chemical Society

VOLUME: 124

Page Numbers: 734-5

Journal Abbreviation: J. Am. Chem. Soc.

ISSN: 0002-7863

DAY: 6

MONTH: Feb

YEAR: 2002

Tunable ligands for asymmetric catalysis: readily available carbohydrate-derived diarylphosphinites induce high selectivity in the hydrovinylation of styrene derivatives. Information

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LANGUAGE: eng

NlmUniqueID: 7503056

Tunable ligands for asymmetric catalysis: readily available carbohydrate-derived diarylphosphinites induce high selectivity in the hydrovinylation of styrene derivatives. Keywords Mesh Terms:

KEYWORDS: Vinyl Compounds

MESH TERMS: chemistry

Chemical & Substance for Abstract: Tunable ligands for asymmetric catalysis: readily available carbohydrate-derived diarylphosphinites induce high selectivity in the hydrovinylation of styrene derivatives. Information

Substance Name: Vinyl Compounds

Registry Number: 0

Grant and Affiliation Information for Tunable ligands for asymmetric catalysis: readily available carbohydrate-derived diarylphosphinites induce high selectivity in the hydrovinylation of styrene derivatives.

AFFILIATION: Department of Chemistry, 100 West 18th Avenue, The Ohio State University, Columbus, Ohio 43210, USA.

Country: United States

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MEDLINETA: J Am Chem Soc

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