Catalytic enantioselective conjugate addition of cyanide to alpha,beta-unsaturated N-acylpyrroles.

Catalytic enantioselective conjugate addition of cyanide to alpha,beta-unsaturated N-acylpyrroles. Research Abstract Details 

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Catalytic enantioselective conjugate addition of cyanide to alpha,beta-unsaturated N-acylpyrroles. Abstract Text:

Tsuyoshi Mita,Kazuki Sasaki,Motomu Kanai,Masakatsu Shibasaki,

A catalytic enantioselective conjugate addition of cyanide to alpha,beta-unsaturated N-acylpyrroles was developed using the chiral gadolinium catalyst generated from Gd(OiPr)3 and d-glucose-derived ligand 2. Generally high enantioselectivity was obtained from a wide range of substrates; substrates with beta-aryl and beta-vinyl substituents and alpha,beta-disubstituted substrates can now be used. Using this reaction as a key step, short-step syntheses of several pharmaceuticals and their lead compounds were achieved, including the beta-phenyl-substituted GABA analogue and pregabalin.

Catalytic enantioselective conjugate addition of cyanide to alpha,beta-unsaturated N-acylpyrroles. Publishing Authors By Initials

T Mita,K Sasaki,M Kanai,M Shibasaki,

For similar organic chemicals: carboxylic acids: acids, acyclic: butyric acids: aminobutyric acids: gamma-aminobutyric acid research abstracts see: organic chemicals: carboxylic acids: acids, acyclic: butyric acids: aminobutyric acids: gamma-aminobutyric acid research

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Catalytic enantioselective conjugate addition of cyanide to alpha,beta-unsaturated N-acylpyrroles. Journal Published:

PUBLICATION TYPE: Research Support, Non-U.S. Gov

Journal: Journal of the American Chemical Society

VOLUME: 127

Page Numbers: 514-5

Journal Abbreviation: J. Am. Chem. Soc.

ISSN: 0002-7863

DAY: 19

MONTH: Jan

YEAR: 2005

Catalytic enantioselective conjugate addition of cyanide to alpha,beta-unsaturated N-acylpyrroles. Information

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LANGUAGE: eng

NlmUniqueID: 7503056

Catalytic enantioselective conjugate addition of cyanide to alpha,beta-unsaturated N-acylpyrroles. Keywords Mesh Terms:

KEYWORDS: gamma-Aminobutyric Acid

MESH TERMS: chemical synthesis

Chemical & Substance for Abstract: Catalytic enantioselective conjugate addition of cyanide to alpha,beta-unsaturated N-acylpyrroles. Information

Substance Name: Gadolinium

Registry Number: 7440-54-2

Grant and Affiliation Information for Catalytic enantioselective conjugate addition of cyanide to alpha,beta-unsaturated N-acylpyrroles.

AFFILIATION: Graduate School of Pharmaceutical Sciences, The University of Tokyo, Tokyo 113-0033, Japan.

Country: United States

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MEDLINETA: J Am Chem Soc

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