Section 19-9 showed you that 4- and 5-hydroxy acids can undergo acid-catalyzed
Chapter 19, Problem 58(choose chapter or problem)
Section 19-9 showed you that 4- and 5-hydroxy acids can undergo acid-catalyzed intramolecularesterifi cation to produce the corresponding lactone in good yield. Consider the following twoexamples of lactonization. Divide the analysis of the reaction sequences among your group.Propose reasonable mechanisms to explain the respective product formation.ONaOBr2, CH2Cl2H3COO(Note stereochemistry!)BrOHOH2O?^OOHOHOOH, H2O H, H2OH3CCH3OO OO(Two diastereomers) (Cis and trans isomers)Reconvene to present your mechanisms to each other.
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