The Nazarov cyclization is a versatile method for making fivemembered rings, a common
Chapter 3, Problem 3.70(choose chapter or problem)
The Nazarov cyclization is a versatile method for making fivemembered rings, a common feature in many natural products. This process has been used successfully in the preparation of many complex structures with a wide variety of biological activities, including antibiotic and anticancer properties (Org. Lett. 2003, 5, 49314934). The key step of the Nazarov cyclization involves a Lewis acid, such as AlCl3. In the first step of the mechanism, compound 1 interacts with AlCl3 to form a Lewis acid-Lewis base complex. Determine the site within compound 1 that interacts most strongly with the Lewis acid and justify your choice by exploring the resonance structures of the resulting complex: O O AlCl3 O O 1 2
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