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UK CHE 230 - CHE 230 Practice Problems 4

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CHE 230 Practice Problems 41. Provide the expected organic product of the reactions below. If a reaction will proceedwith well-defined stereochemistry, show that stereochemistry in the product. If noreaction will occur, write 'No Reaction.'a)Cl1. OsO42. NaHSO3ClOHOHb)1. O32. Me2SOOc)OHO+OOHd)160 ˚C2. In the example below, is the product chiral and will it necessarily be racemic?.OOOO+OOOORRThe product is chiral, but is not necessarily formed in racemic form. Since asingle enantiomer (R) of the dienophile is present, the two transition statesbelow are not enantiomeric but are diastereomeric. They are (in principle)of different energies and form (in principle) at different rates. Therefore theproduct is not necessarily racemic.OOOOOOOOR R3. Synthesis. Propose a viable synthesis of the compound below, starting from anycompounds containing four carbons or less.OOHHNO2Hints: How have you made aldehyde groups in the past?What reactions do you know that form carbon-carbon bonds?NO2OOHHNO2NO21. O32.


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UK CHE 230 - CHE 230 Practice Problems 4

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