Development of a New Stereospecific Allylation and Its Application for Synthesis

迄今为止，还没有报道通过醛的烷-2-烯化有效合成高烯丙醇的方法。另一方面，我们最近发现了第一个方便的和高度立体选择性的丁-2-烯基化的醛通过烯丙基转移反应，由于[3.3]-sigmatropy重排。此外，我们证明了使用光学活性薄荷酮作为手性助剂通过烯丙基转移反应进行醛的烷-2-烯基化的可能性。我们还发现，这提高了产品的收率，由于在烷基链的长度增加。丙-2-烯基化的一个烯丙基转移反应是一个有价值的反应是一个有价值的反应，特别是不对称合成。这一发现使得使用光学活性高烯丙醇有效地合成光学纯的多取代四氢吡喃衍生物成为可能。反过来，也可以有效地合成许多光学活性形式的生物活性化合物及其类似物。

To date, there have been no reported methods for effectively synthesizing homoallylic alcohols via alk-2-enylation of an aldehyde. On the other hand, we recently discovered the first convenient and highly stereoselective but-2-enylation of an aldehyde via an ally-transfer reaction due to [3.3]-sigmatropy rearrangement. Further, we demonstrated the possibility of alk-2-enylation of an aldehyde via an allyl-transfer reaction using optically active menthone as a chiral auxiliary. We also discovered that this improved the yield of the product due to an increase in the length of the alkyl chains.Prop-2-enylation of an aldehyd via an allyl-transfer reaction is a valuable reaction is a valuable reaction, particularly for asymmetric syntheses. This discovery makes it possible to efficiently synthesize optically pure poly-substituted tetrahydropyrane derivatives using an optically active homoallylic alcohol. In turn, it also becomes possible to efficiently synthesize many bioactive compounds and their analogues in optically active forms.