Hydrogen-Mediated Reductive Coupling of Conjugated Alkynes with Ethyl (N-Sulfinyl)iminoacetates:  Synthesis of Unnatural α-Amino Acids via Rhodium-Catalyzed C−C Bond Forming Hydrogenation

Jong-Rock Kong; Chang-Woo Cho; Michael J. Krische

doi:10.1021/ja051104i

Hydrogen-Mediated Reductive Coupling of Conjugated Alkynes with Ethyl (N-Sulfinyl)iminoacetates: Synthesis of Unnatural α-Amino Acids via Rhodium-Catalyzed C−C Bond Forming Hydrogenation

Journal of the American Chemical Society ◽

10.1021/ja051104i ◽

2005 ◽

Vol 127 (32) ◽

pp. 11269-11276 ◽

Cited By ~ 104

Author(s):

Jong-Rock Kong ◽

Chang-Woo Cho ◽

Michael J. Krische

Keyword(s):

Amino Acids ◽

Reductive Coupling ◽

Bond Forming

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Hydrogen-Mediated Reductive Coupling of Conjugated Alkynes with Ethyl (N-Sulfinyl)iminoacetates: Synthesis of Unnatural α-Amino Acids via Rhodium-Catalyzed C−C Bond Forming Hydrogenation [J. Am. Chem. Soc.2005,127, 11269−11276].

Journal of the American Chemical Society ◽

10.1021/ja059919e ◽

2005 ◽

Vol 127 (46) ◽

pp. 16338-16338 ◽

Cited By ~ 1

Author(s):

Jong-Rock Kong ◽

Chang-Woo Cho ◽

Michael J. Krische

Keyword(s):

Amino Acids ◽

Reductive Coupling ◽

Bond Forming

Download Full-text

Hydrogen-Mediated Reductive Coupling of Conjugated Alkynes with Ethyl (N-Sulfinyl)iminoacetates: Synthesis of Unnatural α-Amino Acids via Rhodium-Catalyzed C—C Bond Forming Hydrogenation.

ChemInform ◽

10.1002/chin.200550066 ◽

2005 ◽

Vol 36 (50) ◽

Author(s):

Jong-Rock Kong ◽

Chang-Woo Cho ◽

Michael J. Krische

Keyword(s):

Amino Acids ◽

Reductive Coupling ◽

Bond Forming

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Synthesis of α-Amino Acids through Samarium(II) Iodide Promoted Reductive Coupling of Nitrones with CO2

European Journal of Organic Chemistry ◽

10.1002/ejoc.201200440 ◽

2012 ◽

Vol 2012 (20) ◽

pp. 3742-3746 ◽

Cited By ~ 12

Author(s):

Alexander Prikhod'ko ◽

Olaf Walter ◽

Thomas A. Zevaco ◽

Jaime Garcia-Rodriguez ◽

Omar Mouhtady ◽

...

Keyword(s):

Amino Acids ◽

Reductive Coupling

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First Catalytic Reductive Coupling of 1,3-Diynes to Carbonyl Partners: A New Regio- and Enantioselective C−C Bond Forming Hydrogenation [J. Am. Chem. Soc.2003,125, 11488−11489].

Journal of the American Chemical Society ◽

10.1021/ja070167t ◽

2007 ◽

Vol 129 (7) ◽

pp. 2194-2194

Author(s):

Ryan R. Huddleston ◽

Hye-Young Jang ◽

Michael J. Krische

Keyword(s):

Reductive Coupling ◽

Bond Forming

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A New Catalytic CC Bond-Forming Hydrogenation: Reductive Coupling of Dienes and Glyoxals under Catalytic Hydrogenation Conditions

Angewandte Chemie International Edition ◽

10.1002/anie.200351986 ◽

2003 ◽

Vol 42 (34) ◽

pp. 4074-4077 ◽

Cited By ~ 39

Author(s):

Hye-Young Jang ◽

Ryan R. Huddleston ◽

Michael J. Krische

Keyword(s):

Catalytic Hydrogenation ◽

Reductive Coupling ◽

Bond Forming

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Branch-Selective Reductive Coupling of 2-Vinyl Pyridines and IminesviaRhodium Catalyzed C−C Bond Forming Hydrogenation

Journal of the American Chemical Society ◽

10.1021/ja805056g ◽

2008 ◽

Vol 130 (38) ◽

pp. 12592-12593 ◽

Cited By ~ 35

Author(s):

Venukrishnan Komanduri ◽

Christopher D. Grant ◽

Michael J. Krische

Keyword(s):

Reductive Coupling ◽

Bond Forming

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Asymmetric induction in acyclic radical reactions: Enantioselective syntheses of α-amino acids via carbon-carbon bond forming radical reactions

Tetrahedron ◽

10.1016/0040-4020(95)00134-t ◽

1995 ◽

Vol 51 (14) ◽

pp. 4183-4194 ◽

Cited By ~ 32

Author(s):

David P.G. Hamon ◽

Ralph A. Massy-Westropp ◽

Pasquale Razzino

Keyword(s):

Amino Acids ◽

Asymmetric Induction ◽

Radical Reactions ◽

Carbon Bond ◽

Bond Forming ◽

Carbon Carbon Bond ◽

Enantioselective Syntheses

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ChemInform Abstract: Asymmetric Induction in Acyclic Radical Reactions: Enantioselective Syntheses of α-Amino Acids via Carbon-Carbon Bond Forming Radical Reactions.

ChemInform ◽

10.1002/chin.199534222 ◽

2010 ◽

Vol 26 (34) ◽

pp. no-no

Author(s):

D. P. G. HAMON ◽

R. A. MASSY-WESTROPP ◽

P. RAZZINO

Keyword(s):

Amino Acids ◽

Asymmetric Induction ◽

Radical Reactions ◽

Carbon Bond ◽

Bond Forming ◽

Carbon Carbon Bond ◽

Enantioselective Syntheses

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A Sequential C—N, C—C Bond-Forming Reaction: Direct Synthesis of α-Amino Acids from Terminal Alkynes.

ChemInform ◽

10.1002/chin.200713058 ◽

2007 ◽

Vol 38 (13) ◽

Author(s):

Alison V. Lee ◽

Laurel L. Schafer

Keyword(s):

Amino Acids ◽

Direct Synthesis ◽

Terminal Alkynes ◽

Bond Forming

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ChemInform Abstract: Branch-Selective Reductive Coupling of 2-Vinyl Pyridines and Imines via Rhodium Catalyzed C-C Bond Forming Hydrogenation.

ChemInform ◽

10.1002/chin.200905149 ◽

2009 ◽

Vol 40 (5) ◽

Author(s):

Venukrishnan Komanduri ◽

Christopher D. Grant ◽

Michael J. Krische

Keyword(s):

Reductive Coupling ◽

Bond Forming

Download Full-text