Semester

Spring

Date of Graduation

2008

Document Type

Thesis

Degree Type

MS

College

Eberly College of Arts and Sciences

Department

Chemistry

Committee Chair

Kung K Wang

Abstract

Under mild conditions, a key intermediate, diketone 51, for synthesis of buckybaskets was successfully synthesized through methylation of diketone 52. The Diels-Alder reaction between 2,5-dicarbomethoxy-3,4-diphenylcyclopentadienone (57) and 5,6-dimethoxy-2-norbornene (58) provided diester 56. Decarbonylation of 56 furnished diester 55, which on hydrolysis afforded diacid 54. Intramolecular acylation of diacid 54 furnished diketone 52.

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