通过 DKR-ATH 对 δ-/γ-烷氧基-β-羟基-α-烷基取代 Weinreb 酰胺的对映选择性合成：在 (-)-brevisamide 高级中间体合成中的应用。
Enantioselective synthesis of δ-/γ-alkoxy-β-hydroxy-α-alkyl-substituted Weinreb amides via DKR-ATH: application to the synthesis of advanced intermediate of (-)-brevisamide.
机构信息
Organic & Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad-500 607, India.
出版信息
Org Biomol Chem. 2013 Oct 21;11(39):6751-65. doi: 10.1039/c3ob41088a. Epub 2013 Sep 2.
PMID:23994971
Abstract
A method of preparing stereodefined δ-/γ-alkoxy-β-hydroxy-α-alkyl-substituted Weinreb amides containing two successive hydroxyl-alkyl stereocenters has been developed. Further, this strategy coupled with organo-catalyzed asymmetric epoxidation culminates in the synthesis of a critical intermediate of (-)-brevisamide and its diastereomers.
摘要
已经开发出一种制备含有两个连续羟基烷基立体中心的立体定义的 δ-/γ-烷氧基-β-羟基-α-烷基取代 Weinreb 酰胺的方法。此外，该策略与有机催化不对称环氧化相结合，最终合成了（-）-brevisamide 及其非对映异构体的关键中间体。
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