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Explain the origins of the diastereoselectivity observed

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Reference no: EM13894356

Question 1:

The alkylation of "Evans" enolates is very highly diastereoselective as we have discussed, and shown below.

2234_Alkylation of Evans.jpg

Part 1. Show how Compound 1 is prepared from common starting materials.

Part 2. Explain the origins of the diastereoselectivity observed in Compound 2

Part 3. Show how Compound 2 is efficiently converted into Compound 3

Question 2:

Upon treatment with the strong base sodium hexamethyldisilazide (NaHMDS), one of the compounds shown undergoes intramolecular cyclization to give a tricyclic ketone.

The other compound does not cyclize. Indicate which compound will cyclize and provide an explanation for your selection.

564_Alkylation of Evans1.jpg

Reference no: EM13894356

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