New perspectives for Lewis acid-catalyzed [2+2] cycloadditions of allenoates

该方案的目的是合成一种天然的倍半萜--Hebelophyllene E，它是20世纪90年代末从外生菌根真菌Hebeloma Longicaudum中分离出来的。在这个项目的背景下，我们开发了一个不对称的Lewis酸催化的[2，2]环加成反应，然后是配体控制的铜氢化物还原反应，以获得顺式稠合的环丁烷基序。因此，我们的目标是将这些发现应用于海贝拉烯E的合成，并证明我们的方法可以在合成序列的早期使用，以及在后期使用高官能化的烯烃。

The objective of this proposal is the synthesis of hebelophyllene E, a naturally occurring sesquiterpene, which was isolated from the ectomycorrhizal fungus Hebeloma longicaudum in the late 1990s. In the context of this project, we have developed an enantioselective Lewis-acid catalyzed [2+2] cycloaddition followed by a ligand controlled copper hydride reduction to access the cis-fused cyclobutane motif. Thus, the goal is to apply these findings in the synthesis of hebelophyllene E and demonstrate that our methodology can be used early in a synthetic sequence as well as late stage using highly functionalized alkenes.