assignment5 - CHM 3120 Assignment 5 1. Show the missing...

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1 CHM 3120 Assignment 5 1. Show the missing products in the following sequence of reactions. Indicate whether the reactions are conrotatory or disrotatory. A h ν B 2. Identify the mode of ring closure or opening in the following. Are the hydrogens in the products syn or anti? Me H H Me CH 3 CH 3 CH 3 CH 3 h ν h ν a) b) c) d) e) f) O H H g) CH 3 CH 3 h) H H h ν H H
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2 3. Explain the formation of A and B . Identify the motion and give a name for each reaction. Identify the stereochemistry of the first and last compounds. A B 4. The nucleophilic reactions of cyclopropanes involve S N 1-type displacements leading to the formation of open-chain products. OAc Cl OAc KOAc, HOAc KOAc, HOAc not formed a. Explain the above reaction by drawing a mechanism (hint: remember the S N 1 mechanism). b. Is the opening in this reaction con- or disrotatory? Predict the structure of the product. Cl KOAc, HOAc H 3 CC H 3 5. Ergosterol (derived from plants) is converted to Provitamin D 2
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This note was uploaded on 12/11/2009 for the course CHM Chm3120 taught by Professor Olgilvie during the Spring '09 term at University of Ottawa.

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assignment5 - CHM 3120 Assignment 5 1. Show the missing...

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