The synthesis of the cyclohexene segment of portimine, a marine cytotoxin from the dinoflagellate Vulcanodinium rugosum, was achieved. The route includes an acylation/aldol reaction from 3-ethoxycyclohex-2-enone to create the C3 center, the 1,4-addition of a vinyl group at C16, the diastereoselective dihydroxylation of the vinyl group to generate the C15 center, a vinylation/dehydration sequence to set up the diene moiety, and stepwise installation of the amino-group-substituted C1 unit.

中文翻译：

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烟碱环己烯链段的合成

实现了波美丁的环己烯链段的合成，这是一种来自洋鞭毛藻（Vulcanodinium rugosum）的海洋细胞毒素。途径包括3-乙氧基环己基-2-烯酮的酰化/羟醛反应以形成C3中心，在C16处乙烯基的1,4-加成，乙烯基的非对映选择性二羟基化以生成C15中心，乙烯基化脱水顺序以建立二烯部分，并逐步安装氨基取代的C1单元。