ORGN 302 |
Oxidative cyclizations of TMS enol ethers and furan moieties
| Dennis L. Wright and Jeffrey B. Sperry. Department of Chemistry, Dartmouth College, HB 6128 North College St., Hanover, NH 03755 |
| The focus of our research is to show the applicability of electrochemistry in organic synthesis. We have previously proven the synthetic usefulness of the oxidative ring closure with compounds containing both a TMS enol ether and a furan moiety. This paper will explore the ring closure with compounds that contain various functional groups, i.e. esters, carbamates, pyrans and alkenes. A study where the oxidation of the enol ether was performed adjacent to a cyclopropane derivative and a comparison study of anodic oxidation versus chemical oxidation provided interesting results . In addition, we will also report on the progress toward the total synthesis of the cyathin diterpenes.  |
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