6-Alkynyl- and 6-Aryl-Substituted (R)-Pipecolic Acid Derivatives

Sadiq A, Sewald N (2013)
Organic Letters 15(11): 2720-2722.

Journal Article | Published | English

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Abstract
(R)-alpha-Aminoadipic acid is a readily available enantiomerically pure starting material for the synthesis of (R)-pipecolic acid and its derivatives. Sonogashira or Suzuki cross-coupling reactions of an Wormyl pipecolate-derived vinyl bromide furnish 6-alkynyl or aryl derivatives. Reduction with sodium cyanoborohydride and subsequent N-deformylation provide 6-alkynyl substituted (R)-pipecolic acid derivatives, valuable building blocks for amino acid and peptide chemistry.
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Sadiq A, Sewald N. 6-Alkynyl- and 6-Aryl-Substituted (R)-Pipecolic Acid Derivatives. Organic Letters. 2013;15(11):2720-2722.
Sadiq, A., & Sewald, N. (2013). 6-Alkynyl- and 6-Aryl-Substituted (R)-Pipecolic Acid Derivatives. Organic Letters, 15(11), 2720-2722.
Sadiq, A., and Sewald, N. (2013). 6-Alkynyl- and 6-Aryl-Substituted (R)-Pipecolic Acid Derivatives. Organic Letters 15, 2720-2722.
Sadiq, A., & Sewald, N., 2013. 6-Alkynyl- and 6-Aryl-Substituted (R)-Pipecolic Acid Derivatives. Organic Letters, 15(11), p 2720-2722.
A. Sadiq and N. Sewald, “6-Alkynyl- and 6-Aryl-Substituted (R)-Pipecolic Acid Derivatives”, Organic Letters, vol. 15, 2013, pp. 2720-2722.
Sadiq, A., Sewald, N.: 6-Alkynyl- and 6-Aryl-Substituted (R)-Pipecolic Acid Derivatives. Organic Letters. 15, 2720-2722 (2013).
Sadiq, Amina, and Sewald, Norbert. “6-Alkynyl- and 6-Aryl-Substituted (R)-Pipecolic Acid Derivatives”. Organic Letters 15.11 (2013): 2720-2722.
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Daniels DS, Jones AS, Thompson AL, Paton RS, Anderson EA., Angew. Chem. Int. Ed. Engl. 53(7), 2014
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