MT3_Wi07 - NU Chem 210-2, Winter 2007 MT 3 2 1. (20 pts)...

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NU Chem 210-2, Winter 2007 MT 3 2 1. (20 pts) For b, gives the names of the products shown so that a knowledgeable chemist can draw these structures once he/she hears their names. For a-e, complete each of the following reactions by providing the missing starting materials, reagent set(s), or product (only the carbon-containing major product is necessary). Clearly indicate the stereochemistry when relevant. If there is no reaction, say so. a) NMe b) O Name:_________________________________ c) O OH d) O 1) TsOH 2) HCN 3) H 3 O + , H 2 O, heat e) O O H 1. OH-CH 2 -CH 2 -OH, TsOH cat, Drying agent 2. NH 2 Me, TsOH cat., Drying agent 3. PhMgBr 4. excess HCl, H 2 O, heat
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NU Chem 210-2, Winter 2007 MT 3 3 2. (20 pts) Propose a curved arrow mechanism for the following reaction. Show all the proton transfer steps. OH OH + OMe HBr O O + MeOH
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MT 3 4 3) (20 pts) Propose a curved arrow mechanism for the following reaction. Show all the proton transfer steps. OH
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MT3_Wi07 - NU Chem 210-2, Winter 2007 MT 3 2 1. (20 pts)...

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