Practical One-Pot Double Functionalizations of Proline
Practical One-Pot Double Functionalizations of Proline
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DOI：
10.1055/s-0030-1258428
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发表时间：
2011-03-01
影响因子：
2.6
通讯作者：
Schmalz, Hans-Guenther
中科院分区：
文献类型：
--
作者：
Huy, Peter;Schmalz, Hans-Guenther
脯氨酸作为三乙铵盐的溶解允许以有效的一锅方式进行N-保护（作为Boc、Gbz或Moc衍生物）和随后的羧基末端的酯化或酰胺化。基于这一概念，开发了一系列非常实用的方法来制备脯氨酸衍生物（包括Pro-Ser二肽、Weinreb酰胺和N-保护的脯氨酸酯），它们是合成脯氨酸衍生肽、手性试剂和不对称合成催化剂的重要中间体。
Solubilization of proline as the triethylammonium salt allows N-protection (as the Boc, Cbz or Moc derivative) and subsequent esterification or amidation of the carboxy terminus to be performed in an efficient one-pot fashion. Based on this concept, highly practical protocols were developed to prepare a series of proline derivatives (including Pro-Ser dipetides, Weinreb amides and N-protected proline esters), which are important intermediates, for instance, for the synthesis of proline-derived peptides, chiral reagents and catalysts for asymmetric synthesis.