Skip to main content
eScholarship
Open Access Publications from the University of California
Refine Search

UC Davis

UC Davis Previously Published Works bannerUC Davis

Carbonium vs. carbenium ion-like transition state geometries for carbocation cyclization – how strain associated with bridging affects 5- exo vs. 6- endo selectivity

Published Web Location

https://doi.org/10.1039/c3sc51657a
Abstract

Quantum chemical calculations are used to explore the origins of regioselectivity for proton-, Pt(II)- and Pd(II)-promoted cyclizations of 1,5-hexadienes, 5-aminoalkenes, and allylic acetimidates. The strain associated with achieving carbonium ion-like transition state geometries is shown to be a key factor in controlling 5-exo vs. 6-endo selectivity.

Many UC-authored scholarly publications are freely available on this site because of the UC's open access policies. Let us know how this access is important for you.


Top