ORGANIC CHEMISTRY-W/ACCESS >CUSTOM<
ORGANIC CHEMISTRY-W/ACCESS >CUSTOM<
10th Edition
ISBN: 9781260028362
Author: Carey
Publisher: MCG CUSTOM
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Chapter 26, Problem 46DSP
Interpretation Introduction

Interpretation:

The structure of the productwhich best represents the stereochemistry of the frog toxin is to be determined on the basis of the information given.

Concept introduction:

A chiral center is one which is attached to four different atoms or groups of atoms.

If a chiral molecule participates in a chemical reaction but no bonds are formed or broken at the chiral center, then the configuration of the chiral center is retained.

The wedge and dash bonds may change in this case, but the overall configuration remains the same.

Natural L-glutamic acid has S configuration. If no reaction takes places at the chiral carbon atom of the amino acid, then its configuration is retained in the products formed.

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