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The synthesis begins with cyclopentadiene 18 and proceeds according to the following sequence. Meo Meo -ОMe Nah then CN
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The synthesis begins with cyclopentadiene 18 and proceeds according to the following sequence. Meo Meo -ОMe Nah then CN
The synthesis begins with cyclopentadiene 18 and proceeds according to the following sequence. Meo Meo -ОMe Nah then CN 20 18 MeOCH2CI CN 19 21a 21b (Mixture of diastereomers) a) Comment on the fact that NaH is unable to react with the majority of hydrocarbons but is able to react with 18. [2] b) Propose a mechanism for the conversion of 18 to 19. 131 c) Propose a mechanism for the union of 19 and 20 to form 21a and 21b. You are not required to comment on the diastereoselectivity of this reaction, but your answer should account for the formation of both diastereomers 21a and 21b. 121 The mixture of 21a and 21b is converted in a number of steps to lactone 22. The synthesis continues according to the scheme below. HO Meo NaOH 12 но" NaHCO3 но" гоме 22 23 -ОMe 24 d) Propose a mechanism for the conversion of 22 to 23. [3] e) Propose a mechanism for the conversion of 23 to 24. 14
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