Question

5. Spiro compounds are cyclic structures in which two rings are joined at a single atom. The scheme below illustrates one method for synthesis of these interesting compounds. Fill in each box with the appropriate reagents/conditions or intermediate/product structure. No box where we ask for reagents will require more than two steps. (Note: although this not a mechanism question per se, you will likely find it helpful to draw out at least a few steps of the mechanisms to better help you visualize product structures in some cases.) но ОН Br Br ОEЕ Eto OEt Eto NaOEt, E1OH Вr но Он co,Et C2Et - CO2H

Answer 1

PBr3 excess LIAIH4 00 но он 1 Eto Br excess OE Eto NaoEt. EtOH excess LIAIH4 BrR PBr3 Et01 O1 excess Eo V oet NaOEt / EtOH ) NaOH/H20 Comet - co₂H COEt ) H30+ / heat