Question: Final exam June 2014 Aldol Addition QUESTION 3 Having two carbonyl functionalities, 5-oxohexanal could undergo two intramolecular transformations (Aldol condensation and esterification) forming different cyclised

 Final exam June 2014 Aldol Addition QUESTION 3 Having two carbonyl

Final exam June 2014 Aldol Addition QUESTION 3 Having two carbonyl functionalities, 5-oxohexanal could undergo two intramolecular transformations (Aldol condensation and esterification) forming different cyclised products, HO CHE 1. Intramolecular Aldol condensation ri Cyclised enone 2. Dehydration 5-Oxohexanal Compound X 2-step reaction eria CI 5-Oxohexanoyl chloride OH que vea Intramolecular esterfication Cyclised ester 5-Hydroxyhexanoyl chloride a) Based on the above schematic diagram, draw the structure of the cyclised enone and write a complete mechanism for the chemical transformation of the cyclised enone from 5-oxohexanal. (8 marks)

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