Question & Answer: Provide the needed starting material, reagents, or products for each step of the overall…..

1) Roadmaps. Provide the needed starting material, reagents, or products for each step of the overall synthesis problems below. /4 /4 27 /4 MCPBA Dispalune(sex phermone of the gypsy moth) /4 /4 /4 2) H,O C,H20, 1) BH,. THI 2) H2O, Nal α-Milisriatin (an insect pheromone) CjoH2o0, /4 Hint enolate CHO /4 chemistry fron 4 chapter 22 /40

Provide the needed starting material, reagents, or products for each step of the overall synthesis problems below.

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Question & Answer: Provide the needed starting material, reagents, or products for each step of the overall..... 1Question & Answer: Provide the needed starting material, reagents, or products for each step of the overall..... 2

Explanation: reaction of aldehyde with Grignard reagent produces alcohol as product. oxidation of alcohol with PCC produces ketone as product. reaction of ketone with phosphonium ylide produces alkene as product. reaction of alkene with BH3, THF and H2O2, NaOH produces less substituted alcohol as product. reaction of alcohol with TsCl, pyridine produces tosylate as product. reaction of enolate with tosylate produces an extended carbon chain which on further hydrolysis produces diol as product.

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