2. The Yamaguchi macrolactonization procedure was developed in 1979 because of a need to process the very acid-sensitive hydroxyacid substrate given below. As Jessica Shin discussed, it is now a v...
2. The Yamaguchi macrolactonization procedure was developed in 1979 because of a need to process the very acid-sensitive hydroxyacid substrate given below. As Jessica Shin discussed, it is now a very useful macrolactonization protocol because of its simplicity, high reaction rate, and lack of byproducts. Draw a mechanism and show at least one possible acid-mediated decomposition pathway to which the starting material is prone slow add'n to Cl он 0 6 equiv DMAP CoH23 C, 2 h Me PhH, 80 °C, 40 h Me 0 Ho (46%) Me./ O CI CI ме он COCI
2. The Yamaguchi macrolactonization procedure was developed in 1979 because of a need to process the very acid-sensitive hydroxyacid substrate given below. As Jessica Shin discussed, it is now a very useful macrolactonization protocol because of its simplicity, high reaction rate, and lack of byproducts. Draw a mechanism and show at least one possible acid-mediated decomposition pathway to which the starting material is prone slow add'n to Cl он 0 6 equiv DMAP CoH23 C, 2 h Me PhH, 80 °C, 40 h Me 0 Ho (46%) Me./ O CI CI ме он COCI