Date Thesis Awarded

5-2011

Document Type

Honors Thesis

Degree Name

Bachelors of Science (BS)

Department

Chemistry

Advisor

Robert J. Hinkle

Committee Member

Lisa M. Landino

Committee Member

Julie Galambush

Abstract

The synthesis of cis-2,6-dihydropyrans is successfully accomplished through tandem Intramolecular silyl-Modified Sakurai (ISMS)/silyl-Prins type reaction, mediated by Bi(OTf)3. A variety of epoxides and vinyl silanols prove effective in providing cis-2,6-dihydropyrans in moderate to good yield and excellent diasterioselectivities. Scope, limitations, and mechanistic considerations of the protocol are described herein.Additionally, within the development of this methodology, the catalytic process involving Bi(X)3 salts was investigated.

Creative Commons License

Creative Commons License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License.

Comments

Thesis is part of Honors ETD pilot project, 2008-2013. Migrated from Dspace in 2016.

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