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Leading Question:

 

Provide a mechanism for the generation of this side product (22), and discuss how/why the procedure developed by the authors limited its formation.

The authors removed the side product (22) by adding Boc2O, triethylamine, and N,N-dimethylaminopyridine (DMAP) to the reaction mixture and stirring for 3 hours. The solvent was removed under reduced pressure and the remaining mixture was purified by PLTC to yield the desired compound (19).

 

Mechanism: