An attempt at preparing compound 7 using a crossed aldol reaction between starting materials L and M resulted instead in a mixture of 7 and 8, as depicted in the scheme below. notantolnos L+10 aldol reaction of st он о oo oro 8 + (i) Propose structures for L and M. (ii) Which reagent or reagents are needed for the reaction? qr(iii) Draw a curved arrow mechanism for the formation of compound 7. 21 mont (iv) What would you change in the experiment to ensure complete formation of 7?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 64AP: The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold...
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An attempt at preparing compound 7 using a crossed aldol reaction between starting
materials L and M resulted instead in a mixture of 7 and 8, as depicted in the scheme
om below.
nollsmolnos
[Aman E]
uboravitual
aldol reaction
OH O
vaiden of on
olo ole
8
7
(i) Propose structures for L and M.
(ii) Which reagent or reagents are needed for the reaction?
bauoqme(iii) Draw a curved arrow mechanism for the formation of compound 7. obieno
(iv) What would you change in the experiment to ensure complete formation of 7?
Transcribed Image Text:UBL An attempt at preparing compound 7 using a crossed aldol reaction between starting materials L and M resulted instead in a mixture of 7 and 8, as depicted in the scheme om below. nollsmolnos [Aman E] uboravitual aldol reaction OH O vaiden of on olo ole 8 7 (i) Propose structures for L and M. (ii) Which reagent or reagents are needed for the reaction? bauoqme(iii) Draw a curved arrow mechanism for the formation of compound 7. obieno (iv) What would you change in the experiment to ensure complete formation of 7?
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