Synthesis of racemic .alpha.-amino carboxamides via Lewis acid-mediated reactions of .alpha.-methoxyglycinamide derivatives with allylsilanes: enzymic resolution to optically active .alpha.-amino acids

Eric C. Roos; Hendrik H. Mooiweer; Henk Hiemstra; W. Nico Speckamp; Bernard Kaptein; Wilhelmus H. J. Boesten; Johan Kamphuis

doi:10.1021/jo00051a019

Synthesis of racemic .alpha.-amino carboxamides via Lewis acid-mediated reactions of .alpha.-methoxyglycinamide derivatives with allylsilanes: enzymic resolution to optically active .alpha.-amino acids

The Journal of Organic Chemistry ◽

10.1021/jo00051a019 ◽

1992 ◽

Vol 57 (25) ◽

pp. 6769-6778 ◽

Cited By ~ 30

Author(s):

Eric C. Roos ◽

Hendrik H. Mooiweer ◽

Henk Hiemstra ◽

W. Nico Speckamp ◽

Bernard Kaptein ◽

...

Keyword(s):

Amino Acids ◽

Lewis Acid ◽

Optically Active

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ChemInform Abstract: Synthesis of Racemic α-Amino Carboxamides via Lewis Acid- Mediated Reactions of α-Methoxyglycinamide Derivatives with Allylsilanes: Enzymatic Resolution to Optically Active α-Amino Acids.

ChemInform ◽

10.1002/chin.199318168 ◽

2010 ◽

Vol 24 (18) ◽

pp. no-no

Author(s):

E. C. ROOS ◽

H. H. MOOIWEER ◽

H. HIEMSTRA ◽

W. N. SPECKAMP ◽

B. KAPTEIN ◽

...

Keyword(s):

Amino Acids ◽

Lewis Acid ◽

Optically Active ◽

Enzymatic Resolution

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Lewis Acid Promoted Highly Diastereoselective Petasis Borono-Mannich Reaction: Efficient Synthesis of Optically Active β,γ-Unsaturated α-Amino Acids

Organic Letters ◽

10.1021/ol300581n ◽

2012 ◽

Vol 14 (8) ◽

pp. 2062-2065 ◽

Cited By ~ 51

Author(s):

Yi Li ◽

Ming-Hua Xu

Keyword(s):

Amino Acids ◽

Lewis Acid ◽

Mannich Reaction ◽

Optically Active ◽

Efficient Synthesis

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ChemInform Abstract: Lewis Acid Promoted Highly Diastereoselective Petasis Borono-Mannich Reaction: Efficient Synthesis of Optically Active β,γ-Unsaturated α-Amino Acids.

ChemInform ◽

10.1002/chin.201234180 ◽

2012 ◽

Vol 43 (34) ◽

pp. no-no

Author(s):

Yi Li ◽

Ming-Hua Xu

Keyword(s):

Amino Acids ◽

Lewis Acid ◽

Mannich Reaction ◽

Optically Active ◽

Efficient Synthesis

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ChemInform Abstract: TRANSITION METAL CATALYZED ASYMMETRIC ORGANIC SYNTHESES VIA POLYMER-ATTACHED OPTICALLY ACTIVE PHOSPHINE LIGANDS. SYNTHESIS OF R AMINO ACIDS AND HYDRATROPIC ACID BY HYDROGENATION

Chemischer Informationsdienst ◽

10.1002/chin.197818313 ◽

1978 ◽

Vol 9 (18) ◽

Author(s):

N. TAKAISHI ◽

H. IMAI ◽

C. A. BERTELO ◽

J. K. STILLE

Keyword(s):

Amino Acids ◽

Transition Metal ◽

Optically Active ◽

Phosphine Ligands ◽

Organic Syntheses ◽

Transition Metal Catalyzed ◽

Metal Catalyzed

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ChemInform Abstract: Synthesis of Optically Active 2-Alkyl-3,4-iminobutanoic Acids. β-Amino Acids Containing an Aziridine Heterocycle.

ChemInform ◽

10.1002/chin.200142133 ◽

2010 ◽

Vol 32 (42) ◽

pp. no-no

Author(s):

Jeong-il Park ◽

Guan Rong Tian ◽

Dong H. Kim

Keyword(s):

Amino Acids ◽

Optically Active

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Lewis Acid Catalyzed Intramolecular Allylic Substitution of Bis(trichloroacetimidates): A Versatile Approach to Racemic Unsaturated Amino Acids

European Journal of Organic Chemistry ◽

10.1002/ejoc.201100060 ◽

2011 ◽

Vol 2011 (13) ◽

pp. 2421-2425 ◽

Cited By ~ 20

Author(s):

Liene Grigorjeva ◽

Aigars Jirgensons

Keyword(s):

Amino Acids ◽

Lewis Acid ◽

Allylic Substitution ◽

Acid Catalyzed ◽

Unsaturated Amino Acids

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Asymmetric Synthesis ofα-Methylα-Amino Acids by Diastereoselective Alkylation of Optically Active 6-Isopropyl-3-methyl-2,3—dihydro-6H-1,4-oxazin-2-ones

Angewandte Chemie International Edition in English ◽

10.1002/anie.199709951 ◽

1997 ◽

Vol 36 (9) ◽

pp. 995-997 ◽

Cited By ~ 35

Author(s):

Rafael Chinchilla ◽

Larry R. Falvello ◽

Nuria Galindo ◽

Carmen Nájera

Keyword(s):

Amino Acids ◽

Asymmetric Synthesis ◽

Optically Active

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Method for the racemization of optically active amino acids

The Journal of Organic Chemistry ◽

10.1021/jo00154a019 ◽

1983 ◽

Vol 48 (6) ◽

pp. 843-846 ◽

Cited By ~ 111

Author(s):

Shigeki Yamada ◽

Chikara Hongo ◽

Ryuzo Yoshioka ◽

Ichiro Chibata

Keyword(s):

Amino Acids ◽

Optically Active

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Chirale Aminosäuren: Synthesis of Optically Active a-Amino Acids. Von R. M. Williams. Pergamon Press, Oxford 1989. 410 S., Abb., Tab., kart. £ 21,95. ISBN 0-08-035939-6

Nachrichten aus Chemie Technik und Laboratorium ◽

10.1002/nadc.19890371214 ◽

1989 ◽

Vol 37 (12) ◽

pp. 1303-1304

Author(s):

J. Martens

Keyword(s):

Amino Acids ◽

Optically Active

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Biocatalysis for the preparation of optically active β-lactam precursors of amino acids

Tetrahedron Asymmetry ◽

10.1016/0957-4166(96)00214-5 ◽

1996 ◽

Vol 7 (6) ◽

pp. 1789-1796 ◽

Cited By ~ 43

Author(s):

Péter Csomós ◽

Liisa T. Kanerva ◽

Gábor Bernáth ◽

Ferenc Fülöp

Keyword(s):

Amino Acids ◽

Optically Active

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