Exam4-2006 key

Exam4-2006 key - CHEMISTRY 2261 EXAM 4 NAME(PRINT 1 2 3 4 5...

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CHEMISTRY 2261 November 29, 2006 EXAM 4 NAME (PRINT)____________________________________________ LIST number TOTAL 123456789 1. ( 8 pts, 4pts ea) For each or the following reaction sequences choose the correct epoxide starting material and alkene product. OH Me 1. 2. H + (quench) 1. PBr 3 , pyridine 2. EtO , EtOH a) choose (circle) one choose (circle) one Me Me Me 1. 2. H + (quench) 1. TsCl, pyridine 2. EtO , EtOH b) choose (circle) one choose (circle) one OH Me or or or or Me O O O O Me MgBr Me MgBr Br Me Me OTs inversion H EtO H EtO inversion OH Me inversion same 2. (6 pts, 3 pts ea) Give the major product(s) of each of the following reactions. a) HI O + b) HBr + O 2° benzyl S N 1 reaction H + I HO I + sp 2 center no substitution here OH Br + H + + Br +
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3. (20 pts, 4 pts ea) Give the major product(s) (indicating stereochemistry where appropriate) of each of the following reactions. a) c) b) d) e) 1. 2. 1. 2. Br 2 NaNH 2 (2 equiv) R O O OH MeMgBr 3. H 2 O (quench) 1. 2. HBr, peroxide Mg, Et 2 O O 3. Br ( CH 3 CH 2 ) 2 CuLi 1.
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This note was uploaded on 04/21/2010 for the course CHEM 2261 taught by Professor Crowe during the Fall '08 term at LSU.

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Exam4-2006 key - CHEMISTRY 2261 EXAM 4 NAME(PRINT 1 2 3 4 5...

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