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The Chemical Educator

ISSN: 1430-4171 (electronic version)

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Abstract Volume 11 Issue 2 (2006) pp 93-97

The Multistep Synthesis of a Chiral Aromatic Oxazoline (An Intermediate in the Synthesis of the Antibiotic Cytosporone E): An Advanced Undergraduate Laboratory Experience

Justin K. Wyatt,* Christopher L. Bolton, Marie C. Correia, and Caroline M. Watson

Department of Chemistry and Biochemistry, College of Charleston, 66 George Street, Charleston, SC 29424,
Received September 9, 2005. Accepted November 3, 2006.

Published online: 22 February 2006

Abstract. An advanced organic chemistry laboratory for undergraduate students is described. The multistep synthesis is broken down into two parts. The overall four-step reaction sequence starts with L-valine and ends with a chiral aromatic oxazoline maintaining the integrity of the chiral amino acid. This is intended to be a “research-type” laboratory experience to introduce students to the process of conducting research.

Key Words: Laboratories and Demonstrations; organic chemistry; synthesis

(*) Corresponding author. (E-mail:

Article in PDF format (286 KB) HTML format

Supporting Materials:


Supporting Materials:

Two supporting files are available. One contains the student assignments and handouts and the other contains the spectra. They may be downloaded in a Zip file (343 KB).

Issue date: April 1, 2006

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