Question

1. Provide a complete retrosynthesis and forward synthesis of the target molecule below from the given starting materials. All carbons of the target must be from the given starting materials. You may use any reagents you find necessary. You may include more than one step over a reaction arrow, but please no more than 3 steps at a time. Please show the key intermediates in your synthesis for partial credit. (10 bonus points) For full credit, include a retrosynthetic analysis, complete forward synthesis showing all transformations and key intermediates along the way. Do consider reaction selectivity including regioselectivity, stereoselectivity, and chemoselectivity. More than 10 points may be awarded if you create a more efficient synthesis (using our current 2510 reactions) than Dr. B or the TAs. Feedback on your synthesis before you submit may be obtained from Dr. B ONLY. Learning is the first priority here so if there are concerns about selectivity in your synthesis, feel free to reach out to Dr. B in person or vial email (with photos of your work) Me Me Me Me target molecule starting materials Retro Tip: Me The red circled carbon is the site containing the functionality AND it's the site where all of the hard bonds are formed. Count the carbons first to see where the starting materials are. Plan your retro keeping only one functional group at a time and in the appropriate place for the whatever bond you're trying to make Me Me

Answer 1