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

本研究的目的是合成一种天然存在的倍半萜hebelophyllene E，它是在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，我们开发了一种对映选择性路易斯酸催化的[2+2]环加成，然后是配体控制的铜氢化还原，以获得顺式融合的环丁烷基序。因此，目标是将这些发现应用于hebelophyllene E的合成，并证明我们的方法可以在合成序列的早期以及使用高功能化烯烃的后期使用。

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.