Question

2. Provide the missing products/reagents for the following reactions (2 pts each, 12 pts) 3. Protecting groups are important in Organic synthesis. We have seen 3 different protecting groups so far. Pick one and show how it is added, how it is removed, and what unwanted reactivity of the starting functional group it avoids. 4 pts) It is actually possible to oxidize ketones to esters using a reaction we have not talked about the Baeyer Villager reaction - which uses mCPBA as the oxidant. For non- symmetric ketones, this could lead to two different ester products. The reaction below gives one ester product, which gives the NMR spectrum below sorry for the crude drawing). Draw the product and briefly justify your structure e how it is consistent with the NMR spectrum) (4 pts) O

Answer 1

solution: PPhz Br PPh z Kt Buo Wittig salt slide i willig reaction Gilman reagent 1,4 addition OH NUBHA Reduction of ketoneeto alcohol -7 o-acylation