Rh^I-Catalyzed Cycloisomerization Reactions of 1,7-Enynes To Access Cage-Like Tricyclo[3.2.2.0^6,8]nonenes

Abstract

Cage-like polycycles represent a class of structurally unique and biologically promising molecules, however, efficient approaches for their synthesis are rare. Herein, we disclose Rh^I-catalyzed cycloisomerization reactions of 1,7-enynes containing a chelating group at the alkyne terminus, which afford unprecedented cage-like tricyclo[3.2.2.0^6,8]nonenes via a 7-endo-dig cyclization. This work not only provides a straightforward approach to these novel cage-like tricycles, but also unveils the under-explored π-acidic reactivity of the Rh^I catalyst aided by secondary chelation.

Key words

Rh^I catalyst - 7-endo-dig cyclization - 1,7-enynes - π-acidic reactivity - cage-like tricycles

• References

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