The structure of alternariolis to be determined on the basis of the information given. Concept introduction: Biosynthesis of alternariol takes place in a number of steps involving seven acetate units. In the first step, an acetyl-CoA reacts with a bicarbonate to form malonyl-CoA. Addition of seven more acetate units forms a fourteen carbon chain. Cyclization reactions involving two aldol condensations and one lactone ring formation yields the three ring skeletal structure of the final product. Keto-enol tautomerization in two of these rings converts them to aromatic rings to give the final product, alternariol.

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Chapter 25, Problem 38DSP

Interpretation Introduction

Interpretation:

The structure of alternariolis to be determined on the basis of the information given.

Concept introduction:

Biosynthesis of alternariol takes place in a number of steps involving seven acetate units.

In the first step, an acetyl-CoA reacts with a bicarbonate to form malonyl-CoA. Addition of seven more acetate units forms a fourteen carbon chain.

Cyclization reactions involving two aldol condensations and one lactone ring formation yields the three ring skeletal structure of the final product.

Keto-enol tautomerization in two of these rings converts them to aromatic rings to give the final product, alternariol.

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