Preparation and Addition-Elimination Reactions of Benzyl alpha,beta,beta-Trifluoroacrylate. A New Stereoselective Approach to (Z)-beta-Substituted alpha,beta-Difluoroacrylates.

Preparation and Addition-Elimination Reactions of Benzyl alpha,beta,beta-Trifluoroacrylate. A New Stereoselective Approach to (Z)-beta-Substituted alpha,beta-Difluoroacrylates. Research Abstract Details 

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Preparation and Addition-Elimination Reactions of Benzyl alpha,beta,beta-Trifluoroacrylate. A New Stereoselective Approach to (Z)-beta-Substituted alpha,beta-Difluoroacrylates. Abstract Text:

Shigeyuki Yamada,Mayumi Noma,Kazunori Hondo,Tsutomu Konno,Takashi Ishihara,Shigeyuki Yamada,Mayumi Noma,Kazunori Hondo,Tsutomu Konno,Takashi Ishihara,Shigeyuki Yamada,Mayumi Noma,Kazunori Hondo,Tsutomu Konno,Takashi Ishihara,

Benzyl alpha,beta,beta-trifluoroacrylate (1) was prepared in good yield via the reductive Br-F elimination of benzyl 2-bromo-2,3,3,3-tetrafluoropropanoate or the palladium-catalyzed cross-coupling reaction of 1,2,2-trifluorovinylstannane with benzyl chloroformate. On treating 1 with various Grignard reagents or dialkylzinc reagents in the presence of copper(I) salt, the corresponding beta-substituted alpha,beta-difluoroacrylates were obtained in high yields with high Z-selectivity. Additionally, trialkylaluminum reagents were also found to be good nucleophiles, the corresponding addition-elimination products being afforded in good yields but with low stereoselectivity.

Preparation and Addition-Elimination Reactions of Benzyl alpha,beta,beta-Trifluoroacrylate. A New Stereoselective Approach to (Z)-beta-Substituted alpha,beta-Difluoroacrylates. Publishing Authors By Initials

S Yamada,M Noma,K Hondo,T Konno,T Ishihara,S Yamada,M Noma,K Hondo,T Konno,T Ishihara,S Yamada,M Noma,K Hondo,T Konno,T Ishihara,

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Preparation and Addition-Elimination Reactions of Benzyl alpha,beta,beta-Trifluoroacrylate. A New Stereoselective Approach to (Z)-beta-Substituted alpha,beta-Difluoroacrylates. Journal Published:

PUBLICATION TYPE: Journal Article

Journal: The Journal of organic chemistry

VOLUME: 73

Page Numbers: 522-8

Journal Abbreviation: J. Org. Chem.

ISSN: 0022-3263

DAY: 21

MONTH: 12

YEAR: 2007

Preparation and Addition-Elimination Reactions of Benzyl alpha,beta,beta-Trifluoroacrylate. A New Stereoselective Approach to (Z)-beta-Substituted alpha,beta-Difluoroacrylates. Information

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LANGUAGE: eng

NlmUniqueID: 2985193

Preparation and Addition-Elimination Reactions of Benzyl alpha,beta,beta-Trifluoroacrylate. A New Stereoselective Approach to (Z)-beta-Substituted alpha,beta-Difluoroacrylates. Keywords Mesh Terms:

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Grant and Affiliation Information for Preparation and Addition-Elimination Reactions of Benzyl alpha,beta,beta-Trifluoroacrylate. A New Stereoselective Approach to (Z)-beta-Substituted alpha,beta-Difluoroacrylates.

AFFILIATION: Department of Chemistry and Materials Technology, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan.

Country: United States

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MEDLINETA: J Org Chem

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