Questions and Answers, Solved Problems on Planning Organic Syntheses - Organic Chemistry
PROBLEMS
10.1. The following group
of syntheses are fundamentally functional group manipulations. Give a
retrosynthetic pathway from the target on the left to the starting material on
the right. Then provide a synthetic pathway with proper reagents and conditions
for each step.


Answer:



10.2. Show a
retrosynthetic pathway to the following targets which involves the formation of
the bond or bonds indicated by an arrow:


Answer:



10.3. Provide retrosynthetic pathways for the following targets from “simple, readily available” starting materials:


Answer:




10.4. Using curved-arrow
notation, show how the following 1,3 dipolar com-pounds are formed from the
indicated starting materials:

Answer:

10.5. Give the products
of the following reactions. Where possible indicate the regioselectivity and
stereoselectivity of the reaction.


Answer:


10.6. Provide a synthesis
of the following compounds from the indicated start-ing materials. Give
reagents and conditions needed to carry out each step.

Answer:


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