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The reaction below provides a catalytic method for the formation of epoxides from aldehydes and diazo compounds, proceeding via a sulfur ylide intermediate. Ph PhN2

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The reaction below provides a catalytic method for the formation of epoxides from aldehydes and diazo compounds, proceeding via a sulfur ylide intermediate. Ph PhN2 (1 equiv) Me S (0.2 equiv.) Rh (OAC), (0.01 equiv.) Ph Ph 3 = (a) Provide a curved arrow mechanism for this reaction and comment on the nature of any intermediates formed. [10 marks) (b) Comment on any issues of selectivity that arise during this transformation. [3 marks) (c) What complication might occur if this reaction was carried out using cinnamaldehyde instead of benzaldehyde? [3 marks]

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