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*****PART B ONLY PLEASE***** 8.41 AZT was the first HIV treatment to be approved by the Food and Drug Admin- istration. HIV may become AZT-resistant

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*****PART B ONLY PLEASE*****

8.41 AZT was the first HIV treatment to be approved by the Food and Drug Admin- istration. HIV may become AZT-resistant over time, so new drugs are always being sought. As part of this effort, compound 2 was made from compound 1 and was shown to have modest activity against HIV. For reasons that will be discussed in later chap- ters, the C=C bond inside the six-membered ring is less reactive than the C=C bond outside the five-membered ring, allowing for selective addition at the more reactive C=C bond. Ph Ph Ph Ph N N H H 3 Ph Ph H N N HI HO H HO or 2 Ph = N3 AZT eactions of Alkenes (a) What set of reagents will accomplish the conversion from 1 to 2? (b) This transformation is an example of a diastereoselective reaction. That is, there is a preference for the reaction to occur on one face of the a bond, giving compound 2. Explain the source of this preference

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