Concept explainers
(a)
Interpretation: The product obtained by the treatment of given compound with LDA, followed by
Concept introduction: Alkylation of
(b)
Interpretation: The product obtained by the treatment of given compound with LDA, followed by
Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.
(c)
Interpretation: The product obtained by the treatment of given compound with LDA, followed by
Concept introduction: Alkylation of aldehydes and ketones takes place in the presence of a strong base. The use of appropriate base, solvent and temperature can yield one major product regioselectively.
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Organic Chemistry (6th Edition)
- What product is formed when a solution of A and B is treated with mild base? This reaction is the rst step in the synthesis of rosuvastatin (sold as a calcium salt under the trade name Crestor), a drug used to treat patients with high cholesterol.arrow_forwardDraw the product(s) formed when A is treated with each reagent. (a) NaBH4, CH3OH (b) [1] LiAlH4; [2] H2O (c) CH3CH2MgBr; [2] H2Oarrow_forwardOne step in the synthesis of the antihistamine fexofenadine involves acid-catalyzed hydration of the triple bond in A. Draw a stepwise mechanism for this reaction and explain why only ketone B is formed.arrow_forward
- An allylic alcohol contains an OH group on a carbon atom adjacent to aC—C double bond. Treatment of allylic alcohol A with HCl forms amixture of two allylic chlorides, B and C. Draw a stepwise mechanismthat illustrates how both products are formed.arrow_forwardDraw the product formed from a Michael reaction with the given starting materials using OEt and EtOH. &. i CO₂Et NaOEt EtOH draw structure ...arrow_forwardDraw a stepwise mechanism for the following reaction, a key step in the synthesis of conivaptan (trade name Vaprisol), a drug used in the treatment of low sodium levels.arrow_forward
- One step in the synthesis of sitaglipitin (Problem 17.14, a drug used to treat type 2 diabetes) involves reaction of the mixed anhydride A with B to form C. Draw a stepwise mechanism for this reaction.arrow_forwardDraw the products when each alkene is treated with Og followed by CH,SCH3. а. b.arrow_forwardDraw the products of each reaction, including stereochemistry. Br2 a. b.arrow_forward