EtOOEtOOBrBrCO2EtEtO2CH3O+, ΔCO2H1. Propose a synthesis to accomplish the following transformation.2.ONMe21. SOCl22. HNMe2, Et3NNCCNOOMeO?OMeOMeOO1. NaOMeMeOH2. H3O+As always, if you work backwards from the prod-uct (must recognize this as the product of a Dieckmann), the relation-ship to the starting material becomes much clearer.H3O+OHOHOOMeOH, H+DieckmannCO2MeCO2MeOCO2Me2. H3O+1. NaOMe, MeOH3.This is another Dieckmann Cond. We have two possible sites of enolization, but only one will lead to a product that has an enolizable proton between the carbonyls.OMeO2CThe other possible product is:
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This note was uploaded on 04/16/2008 for the course CHEM C3046 taught by Professor Leighton during the Spring '08 term at Columbia.