| University | Nanyang Technological University (NTU) |
| Subject | Organic Chemistry |
Organic Chemistry Homework Question
Question 1
For the reactions sequence shown below, draw the structures of compounds A, B, C, D and E and name the reactions i, ii, iii, iv, v and vi. Using arrows show how the reaction takes place. A detailed mechanism and stereochemistry are not necessary.
a)
b)

c)

Question 2
Upon heating compound F undergoes either a 4-atom tether intramolecular hetreo-Diels-Alder or 4 atoms tether intramolecular Diels-Alder leading to compounds H and G respectively.
a) Draw the structures and compounds G and H.
(5 marks)
b) For the formation of one of the compounds (either H or G) propose a detailed mechanism, showing the formation of all the possible isomers.

(12 marks)
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