螺环二环氧物策略构建扇贝毒素 4 的 C 环：C1-C19 片段的合成。
Spirodiepoxide strategy to the C ring of pectenotoxin 4: synthesis of the C1-C19 sector.
机构信息
Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, Piscataway, New Jersey 08854, USA.
出版信息
Org Lett. 2010 Mar 5;12(5):988-91. doi: 10.1021/ol902984e.
The synthesis of a C1-C19 precursor to pectenotoxin 4 is presented. The strategy employed the functionalized allene shown. Key features include: olefin metathesis of two simple fragments to prepare the left portion of the allene-precursor, diastereoselective propargylation of an epoxy aldehyde to form the right portion, use of the DMDO-stable m-fluorobenzyl ether, and an allene spirodiepoxidation/C-ring formation cascade.
本文介绍了扇贝毒素 4 的 C1-C19 前体的合成。所采用的策略包括所示的功能化丙二烯。关键特征包括：通过两个简单片段的烯烃复分解反应制备丙二烯前体的左侧部分，对环氧醛进行非对映选择性炔丙基化反应形成右侧部分，使用 DMDO 稳定的间氟苄基醚，以及丙二烯螺环二环氧/ C 环形成级联反应。
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