A new short approach to (−)-lepadins A–C has been developed based on a stereocontrolled Diels–Alder reaction employing a chiral dienophile. With this approach, (−)-lepadin B is synthesized from 5-deoxy-d-ribose in 13 steps with 14.8% overall yield. The cis-decahydroquinoline core containing five stereocenters could be rapidly constructed via stereoselective cycloaddition and subsequent five-step one-pot hydrogenation–cyclization.

中文翻译：

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对（-）-Lepadins A–C的立体选择方法

基于使用手性亲二烯体的立体控制狄尔斯-阿尔德反应，已经开发了一种新的（-）-lepadins A-C短途径。用这种方法，（ - ） - lepadin B从合成5-脱氧d -核糖在13个步骤以14.8％的总收率。可以通过立体选择性环加成反应和随后的五步一锅加氢-环化反应快速构建包含五个立体中心的顺式-十氢喹啉核心。