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Predict the product(s) of treating the given alkyne with thereagents shown below. Show ALL atoms on chirality (stereo) centers,using wedge-and-dash bonds to indicate stereochemistry.
1. Enalapril, shown below, is an important medicine for treatment of high blood pressure. a) One of the chirality centers in enalapril is marked with an asterisk. Identify the two other chirality centers and draw the fourth bond at each of these centers, clearly showing the stereochemistry. (2 marks) b) Draw (i) the enantiomer and (ii) one diastereomer of this molecule. (2 marks) c) Assign the configuration of the chirality center marked with an asterisk, using the Cahn-Ingold-Prelog Rules, briefly outlining the method you used.