新型金鸡纳生物碱衍生的铵盐作为通过羟醛反应不对称合成β-羟基α-氨基酸的催化剂。
Novel Cinchona alkaloid derived ammonium salts as catalysts for the asymmetric synthesis of beta-hydroxy alpha-amino acids via aldol reactions.
作者信息
Ma Bing, Parkinson Jared L, Castle Steven L
机构信息
Department of Chemistry and Biochemistry, Brigham Young University, Provo, UT 84602, USA.
出版信息
Tetrahedron Lett. 2007 Mar 19;48(12):2083-2086. doi: 10.1016/j.tetlet.2007.01.132.
Abstract
Using the cinchonidine-derived phase-transfer catalyst de veloped 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 cinchonidine 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.
摘要
以朴和朱开发的金鸡纳定衍生的相转移催化剂为先导结构，我们制备了新型手性铵盐，并研究了它们通过不对称羟醛反应制备β-羟基α-氨基酸的效果。修饰是在金鸡纳定核的C3位进行的，包括二聚体以及具有缺电子炔烃和烯烃部分的催化剂。在羟醛反应中，一些新催化剂相对于朴-朱催化剂有了改进。
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