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Title

Microwave-induced synthesis of a cis–trans mixture of 2-butyl-5-phenyl-1,3-dioxolan-4-ones and their stereochemical determination using noesy 2-d nmr spectroscopy

Document Type

Article

Publication Date

2003

Department/School

Chemistry

Abstract

We report a new organic laboratory experiment designed for the undergraduate/advanced undergraduate student. In this experiment, students first model the two possible diastereomeric (cis–trans) dioxolanone products, predict the major isomer, and then go into the laboratory and rapidly synthesize the diastereomeric mixture using a domestic microwave oven as a heat source. Finally, the stereochemistry of the major isomer is confirmed using NOESY 2-D NMR spectroscopy.