Draw a stepwise mechanism for the following reaction. The four-membered ring in the

Chapter 8, Problem 8.67

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Draw a stepwise mechanism for the following reaction. The four-membered ring in the starting material and product is called a -lactam. This functional group confers biological activity on penicillin and many related antibiotics, as is discussed in Chapter 22. (Hint: The mechanism begins with elimination and involves only two steps.) N S H N C6H5O C CH2Cl O O DBN N N C6H5O S O -lactam O O O

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