This article describes the first enantioselective synthesis of the Tasmanian marine alkaloid (+)-cylindricine B. The concise construction of the compound hinged on dearomative retrosynthetic logic combined with a tactical advance in the generation of congested, cyclic, alpha-tertiary amine centers. The scope of this key coupling reaction was explored in addition to providing a synthetic application for Cu-catalyzed enantioselective dearomatization of N-acyl-pyridiniums. The synthesis proceeds in five or six steps from commercially available starting materials.

中文翻译：

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(+)-cylindricine B 的对映选择性全合成


本文描述了塔斯马尼亚海洋生物碱 (+)-cylindricine B 的首次对映选择性合成。该化合物的简洁结构取决于脱芳香逆合成逻辑，并结合生成拥挤、环状 α-叔胺中心的策略进展。除了提供铜催化N-酰基吡啶鎓对映选择性脱芳构化的合成应用之外，还探索了这一关键偶联反应的范围。合成过程采用市售起始原料，分五步或六步进行。