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

LiAlH4 is the reducing agent which reduces esters to alcohols in this reaction.

PBr3 is used to convert to alcohol to bromo compound.

1,1-dicarboxylic acids on heating undergo decarboxylation to form carboxylic acid
ORT32 OH - mar X wag mo, me ott HO Et O7 Re DUCTION clo XuOff - Na OCE Loft RVO I cyclisation Biz hi Alta Hot < Hote do Reduction substitution. Y Br Dr Br Naust n cott catt cyclisation Itycerolysis V Hoot a cool s cool N X Cool -CO2 Decarboxylation