烯烃存在于许多生物活性分子中,并且存在大量化学转化,其中烯烃作为反应的反应物或产物(或两者)。许多烯烃以 E 或更高能量的 Z 立体异构体形式存在。用于立体选择性形成烯烃的催化程序很有价值,但能够合成 1,2-二取代 Z 烯烃的方法很少。在这里,我们报告了以前未报道过的末端烯醇醚和烯丙基酰胺的催化 Z 选择性交叉复分解反应,直到现在仅用于 E 选择性过程。相应的二取代烯烃以高达 >98% 的 Z 选择性和 97% 的产率形成。这些转化由含有丰富且廉价的金属钼的催化剂促进,适合克级操作。使用减压是实现高立体选择性的一种简单有效的策略。该方法的效用通过其在抗氧化缩醛磷脂磷脂和强效免疫刺激剂 KRN7000 的合成中得到证明,该磷脂存在于电活性组织中并与阿尔茨海默病有关。
[EN] EFFICIENT METHODS FOR Z- OR CIS-SELECTIVE CROSS-METATHESIS<br/>[FR] PROCÉDÉS EFFICACES DE MÉTATHÈSE CROISÉE Z-SÉLECTIVE OU CIS-SÉLECTIVE
申请人:TRUSTEES BOSTON COLLEGE
公开号:WO2011097642A1
公开(公告)日:2011-08-11
The present invention generally relates to methods for performing metathesis reactions, including cross-metathesis reactions. Methods described herein exhibit enhanced activity and stereoselectivity, relative to known methods, and are useful in the synthesis of a large assortment of biologically and therapeutically significant agents.
EFFICIENT METHODS FOR Z- OR CIS-SELECTIVE CROSS-METATHESIS
申请人:Hoveyda Amir H.
公开号:US20110245477A1
公开(公告)日:2011-10-06
The present invention generally relates to methods for performing metathesis reactions, including cross-metathesis reactions. Methods described herein exhibit enhanced activity and stereoselectivity, relative to known methods, and are useful in the synthesis of a large assortment of biologically and therapeutically significant agents.
Efficient methods for Z- or cis-selective cross-metathesis
申请人:Hoveyda Amir H.
公开号:US08552242B2
公开(公告)日:2013-10-08
The present invention generally relates to methods for performing metathesis reactions, including cross-metathesis reactions. Methods described herein exhibit enhanced activity and stereoselectivity, relative to known methods, and are useful in the synthesis of a large assortment of biologically and therapeutically significant agents.