An asymmetric synthesis of (4R,8R)‐4,8‐dimethyldecanal, the most active component of natural tribolure, was achieved through an asymmetric methylation as a key step and chiral‐pool strategy. Natural tribolure is a mixture of four stereoisomers, (4R,8R)/(4R,8S)/(4S,8R)/(4S,8S), and their ratio is 4/4/1/1. However, the (4R,8R)‐isomer is the most active one. Based on a chiral‐pool strategy, we used a recycled chiral molecular (R)‐4‐(Benzyloxy)‐3‐methylbutanal that we exploited in our previous article. After executing a C5 + C5 + C2 synthetic plan, the target molecule was obtained in nine linear steps and in 36.8% overall yield.

中文翻译：

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高效的不对称合成（4R，8R）-4,8-​​二甲基癸醛，天然Tribolure的最活跃成分

通过不对称甲基化作为关键步骤和手性池策略，实现了天然四环化合物的最活跃成分（4 R，8 R）‐4,8‐二甲基癸醛的不对称合成。天然tribolure是四种立体异构体（4 R，8 R）/（4 R，8 S）/（4 S，8 R）/（4 S，8 S）的混合物，其比率为4/4/1 / 1。但是，（4 R，8 R）-异构体是最活跃的。基于手性池策略，我们使用了回收的手性分子（R）我们在上一篇文章中利用的4-（苄氧基）-3-甲基丁醛。在执行C5 + C5 + C2合成计划后，目标分子以9个线性步骤获得，总产率为36.8％。