Question

3. A recent report in the literature (JOC, 2010, 7745-7756) details the reactions of epoxides forming carbonates and carbamates. It is useful to know that "CBr, is a better leaving group than "OH & the N atom is more nucleophilic than basic (15 pt) a) Write the structure for product 'P' with stereochemistry. Next propose a reasonable mechanism for the conversion of 'P' to the cyclic carbonate shown. Finally predict if the relationship between R & R' in the cyclic carbonate would be cis or trans. PHCO3H Br3C OH R Base R1 R R

Answer 1

Answer * structure of Product 'p' with stereochemistry. ph-C03H 15 ans les Base * Mechanism со све, вале осве Backside attack Syn addition cís-epesede trans * in Cyclic car brosate Relationship between R and R would be trans to each other.