Enantioselective Diels-Alder Reaction of Simple alpha,beta-Unsaturated Ketones with a Cinchona Alkaloid Catalyst.

Enantioselective Diels-Alder Reaction of Simple alpha,beta-Unsaturated Ketones with a Cinchona Alkaloid Catalyst. Research Abstract Details 

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Enantioselective Diels-Alder Reaction of Simple alpha,beta-Unsaturated Ketones with a Cinchona Alkaloid Catalyst. Abstract Text:

Ravi P Singh,Keith Bartelson,Yi Wang,Heng Su,Xiaojie Lu,Li Deng,Ravi P Singh,Keith Bartelson,Yi Wang,Heng Su,Xiaojie Lu,Li Deng,

The simple alpha,beta-unsaturated ketones and 2-pyrones are readily available and synthetically important dienophiles and dienes, respectively, for Diels-Alder reactions. However, both prove to be challenging substrates for catalytic asymmetric Diels-Alder reactions. By exploring a new catalysis strategy featuring cooperative catalysis with readily available cinchona catalysts, an unprecedented asymmetric Diels-Alder reaction of simple alpha,beta-unsaturated ketones with 2-pyrones has been successfully developed. With broad scopes for both reactants, the reaction provides a direct and versatile asymmetric access to a wide range of structurally novel bicyclic chiral building blocks amenable for further synthetic elaborations.

Enantioselective Diels-Alder Reaction of Simple alpha,beta-Unsaturated Ketones with a Cinchona Alkaloid Catalyst. Publishing Authors By Initials

RP Singh,K Bartelson,Y Wang,H Su,X Lu,L Deng,RP Singh,K Bartelson,Y Wang,H Su,X Lu,L Deng,

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Enantioselective Diels-Alder Reaction of Simple alpha,beta-Unsaturated Ketones with a Cinchona Alkaloid Catalyst. Journal Published:

PUBLICATION TYPE: Journal Article

Journal: Journal of the American Chemical Society

VOLUME: 130

Page Numbers: 2422-3

Journal Abbreviation: J. Am. Chem. Soc.

ISSN: 1520-5126

DAY: 6

MONTH: 02

YEAR: 2008

Enantioselective Diels-Alder Reaction of Simple alpha,beta-Unsaturated Ketones with a Cinchona Alkaloid Catalyst. Information

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LANGUAGE: eng

NlmUniqueID: 7503056

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Grant and Affiliation Information for Enantioselective Diels-Alder Reaction of Simple alpha,beta-Unsaturated Ketones with a Cinchona Alkaloid Catalyst.

AFFILIATION: Department of Chemistry, Brandeis University, Waltham, Massachusetts 02454-9110.

Country: United States

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MEDLINETA: J Am Chem Soc

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