jo0480951_si_001.pdf (2.87 MB)
Oxidative Cyclorelease from Soluble Polymeric Supports
journal contribution
posted on 2005-05-13, 00:00 authored by Hua Liu, Shuangyi Wan, Paul E. FloreancigSingle electron oxidation is shown to be a viable method for effecting concomitant cyclization and
cleavage (cyclorelease) of a series of polymer bound homobenzylic ethers. Soluble oligonorbornene
polymers are stable toward redox chemistry and are isolable through precipitation with methanol,
making them excellent supports for this process. These oxidative conditions are also shown to cleave
secondary and tertiary alcohols and ethers in a new traceless approach to polymer-supported
aldehyde and ketone synthesis.