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Unformatted text preview: 3. Provide a mechanism for the following transformation. You may abbreviate structures for convenience, but be sure the necessary structural information is present. (5 pts.) O I O CHO CHO HO HNBn 2 , CF 3 CO 2 H O I O CHO HO 4. Natural product synthesis requires an ability to recognize key bond disconnections that can create the requisite carbon framework of a complex molecule. The molecule shown below is the macrocyclic core of the antibiotic erythromycin. It is a polyketide and therefore has a rich collection of potential aldol addition disconnections. Undergraduates must show one bond disconnection and aldol reaction, and graduate students must show two bond disconnections and aldol reactions. Your proposed aldol reactions must control stereochemistry and should afford a structure that can subsequently be incorporated into the product. (5 pts.) erythromycin macrocyclic core O OH O O HO OH OR 1 OR 2...
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