Bismuth triflate catalyzed olefin-epoxide cyclizations

CHED 218

Ram S. Mohan, rmohan@iwu.edu, Laboratory for Environmentally Friendly Organic Synthesis, Department of Chemistry, Illinois Wesleyan University, 201 East Beecher Street, Bloomington, IL 61701 and Joshua R. Lacey, Laboratory for Environment Friendly Organic Synthesis, Department of Chemistry, Illinois Wesleyan University, 201 East Beecher Street, Bloomington, IL 61701.
Bismuth triflate is a highly efficient catalyst for effecting an olefin-epoxide cylclization. The cyclization of geraniolene oxide 1, is catalyzed by bismuth triflate and a variety of other metal triflates such as indium triflate, lanthanum triflate, scandium triflate and ytterbium triflate. These results will be compared with those from use of boron trifluoride etherate as a Lewis acid. Advantages of bismuth triflate include its high catalytic efficiency, low toxicity and ease of handling. The effect of catalyst and solvent on product composition will be discussed.

 

Undergraduate Research Poster Session: Organic Chemistry
2:00 PM-4:00 PM, Monday, 29 August 2005 Washington DC Convention Center -- Hall A, Poster

Division of Chemical Education

The 230th ACS National Meeting, in Washington, DC, Aug 28-Sept 1, 2005