Q4 B-Damascenone belongs to a family of fragrant natural products called rose ketones thathave been used in the perfume industry. In one synthesis of B-damascenone, the reaction ofcompound 1 with one equivalent of MCPBA afforded two constitutionally isomeric epoxides(compounds 2 and 3), which were then converted into diol 4 upon treatment with aqueousacid. Identify the structures of epoxides 2 and 3, and propose a mechanism that converts eachof them into compound 4 in the presence of H,O*. (Note: It is reasonable to presume that aprotonated epoxide can open by itself, without the involvement of a nucleophile, if doing so willgive a resonance-stabilized allylic carbocation intermediate.)?OCH,OH OCH3H,O2+3MCPBA(one equiv.)4OHB-Damascenone

Answered: Image /qna-images/answer/898fdcae-ae49-468a-bc81-97fc12436db0.jpg

Q4 B-Damascenone belongs to a family of fragrant natural products called rose ketones tha have þeen used in the perfume industry. In one synthesis of B-damascenone, the reaction o COuiyalent of MCPBA afforded two constitutionally isomeric epoxides JODIerted into diol 4 upon treatment with aqueous nochanism that converts each that

Q4 B-Damascenone belongs to a family of fragrant natural products called rose ketones tha have þeen used in the perfume industry. In one synthesis of B-damascenone, the reaction o COuiyalent of MCPBA afforded two constitutionally isomeric epoxides JODIerted into diol 4 upon treatment with aqueous nochanism that converts each that

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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