Novel Cinchona alkaloid derived ammonium salts as catalysts for the asymmetric synthesis of β-hydroxy α-amino acids via aldol reactions

TETRAHEDRON LETTERS

卷:48

Article

Ma, Bing ; Parkinson, Jared L. ; Castle, Steven L.

关键词: Cinchona alkaloids;    beta-hydroxy alpha-amino acids;    Sonogashira coupling;    Heck reaction;    asymmetric aldol reaction;   

DOI  :  10.1016/j.tetlet.2007.01.132

来源: Elsevier

【 摘 要 】

Using the cinch onidine-derived phase-transfer catalyst developed by Park and Jew as a lead structure, we have prepared novel chiral ammonium salts and investigated their efficacy for the preparation of beta-hydroxy alpha-amino acids via asymmetric aldol reactions. The modifications were performed at C3 of the cinchonicline nucleus and include dimers as well as catalysts possessing electron-deficient alkyne and alkene moieties. Some of the new catalysts yielded improvements relative to the Park-Jew catalyst in the aldol reaction. (c) 2007 Elsevier Ltd. All rights reserved.

【 授权许可】

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