18 - 3/2/2012 The following ketal exhibits potent activity...

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Unformatted text preview: 3/2/2012 The following ketal exhibits potent activity against human cancer cell lines. Propose a synthesis of this compound from reactants containing four carbon atoms or less. What is a possible last step in a synthesis? A B C The following ketal exhibits potent activity against human cancer cell lines. Propose a synthesis of this compound from reactants containing four carbon atoms or less. What is a possible last step in a synthesis? A B C How does this molecular structure kill cancer cells? Is this a reasonable mechanism for its anticancer activity? A. yes B. no What is wrong with this mechanism? What is the mechanism for this last step? cancer cells 1 3/2/2012 Is this synthesis of the ketone correct? A. yes B. no Why would using H-Br to make the bromide be a problem? Is this synthesis of the ketone correct? A. yes B. no Why would using H-Br to make the bromide be a problem? How can the lithium reagent be prepared? How can the nitrile be prepared? 2 3/2/2012 How can the alcohol I be prepared from reactants with 4 carbon atoms or less? How can the following transformation be accomplished? alcohol I Predict the product of the following reaction. O + HN CH3 cat. H C8H15N + H2O CH3 OH CH3 N CH3 A B C D How can the following transformation be accomplished? A Predict the product of the following reaction. CH3 O cat. H N C8H15N CH3 + H2O B + HN CH3 CH3 -H3O H O N H CH3 CH3 OH CH3 N CH3 H OH2 H O CH3 -H2O N CH3 H H CH3 N CH3 C OH CH3 D A B N CH3 C D 3 3/2/2012 What is the major product of the following reaction? Hint: Remember olefin metathesis. Would the following sequence be successful for a synthesis of limonene? A. Yes B. No O + H H C P Ph Ph Ph ? Ph + O P Ph Ph limonene A B C D What is the major product of the following reaction? Hint: Remember olefin metathesis. Which is the bad step? B O + H H C P Ph Ph Ph + O P Ph Ph Ph A C D limonene A B C D Choose the structure that is not an intermediate in the following reaction. Ph H H C P Ph Ph How could limonene be prepared? O + H H C P Ph Ph Ph + O P Ph Ph Ph O C H2 Ph P Ph Ph O Ph P Ph C Ph H2 limonene Ph P Ph O CH 2 P O Ph C H2 P Ph Ph O A Ph Ph Ph B C C Ph H2 4 3/2/2012 How are ylids prepared? O + H H C P Ph Ph Ph CH2 + O P Ph Ph Ph Li Ph Ph Ph P H3C Br H H C H Ph P Ph Ph 5 ...
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This note was uploaded on 03/27/2012 for the course CHE 322 taught by Professor Staff during the Spring '08 term at SUNY Stony Brook.

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