Solid-phase synthesis of amino- and carboxyl-functionalized unnatural α-amino acid amides

Organic Letters

Volumn 11, Issue 16, 2009, Pages 3558-3561

  Scott, William L ^a   Zhou, Ziniu ^a   Martynow, Jacek G ^a   O'Donnell, Martin J ^a  

^a INDIANA UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; AMINO ACID; GLYCINE;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; COMBINATORIAL CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

AMIDES; AMINO ACIDS; CATALYSIS; COMBINATORIAL CHEMISTRY TECHNIQUES; GLYCINE; MOLECULAR STRUCTURE; STEREOISOMERISM;

EID: 68949089946     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol901279v     Document Type: Article

References (26)

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2. (b) Scott, W. L.; Alsina, J.; Audu, C. O.; Babaev, E.; Cook, L.; Dage, J. L.; Goodwin, L. A.; Martynow, J. G.; Matosiuk, D.; Royo, M.; Smith, J. G.; Strong, A. T.; Wickizer, K.; Woerly, E. M.; Zhou, Z.; O'Donnell, M. J. J. Comb. Chem. 2009, 11, 14-33.
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4. For lead references concerning the solid-phase synthesis of unnatural α-amino acids, peptides, and peptidomimetics from the authors' laboratory, see: (a) O'Donnell, M. J.; Zhou, C.; Scott, W. L. J. Am. Chem. Soc. 1996, 118, 6070-6071.
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16. 8a Since the 3,4-dichlorobenzaldehyde imine gave the best results in this earlier case, this variable was not explored in the current BAL imine-based work.
17. BTPP = tert-butylimino-tri(pyrrolidino)phosphorane.
18. For a discussion, see footnotes 32-35 in ref 1b and associated text.
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20. (b) Table 5 in ref 1b.
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