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Formal Total Synthesis of (-)-Morphine by Cuprate Conjugate Addition

机译:铜酸盐共轭加成法正式合成(-)-吗啡

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摘要

The opium alkaloids (-)-morphine (1) and (-)-codeine (2) have long been challenges for natural product synthesis. Remarkably, activity in this field has increased in recent years, as it has done with other "classical" alkaloids. The attraction of 1 and 2 results from their complex molecular architecture, which is due to a dense network of three carbocycles and two hetero-cycles containing five vicinal stereogenic carbons. One of these stereocenters (C13) is a quaternary benzylic carbon atom and therefore difficult to create.
机译:鸦片生物碱(-)-吗啡(1)和(-)-可待因(2)长期以来一直是天然产物合成的挑战。值得注意的是,近年来该领域的活动有所增加,就像其他“经典”生物碱一样。 1和2的吸引力来自其复杂的分子结构,这是由于三个碳环和两个包含五个邻近立体异构碳的杂环的密集网络所致。这些立体中心(C13)之一是季苄基碳原子,因此难以产生。

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