Part 6: SYNTHESIS

Answers to the synthesis problems are given below. These answers have been selected as they are short but there are probably other reasonable / alternative solutions ..... Of course they are based on the reactions covered in the Fall semester !


thioether synthesis


synthesis of exocyclic alkene


ether synthesis


internal alkyne synthesis


Common mistakes:

Not identifying a suitable nucleophile / electrophile pair, not using materials consistent with the allowed starting materials as defined in the question, incorrect / ignoring selectivity (regio and stereo) of reactions / mechanisms, not changing -OH to a halide or tosylate before reacting with anionic nucleophiles, loss or gain of C atoms.


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