challenge_solutions_problem_set_7

challenge_solutions_problem_set_7 - stereoisomer (B). Using...

Info iconThis preview shows pages 1–2. Sign up to view the full content.

View Full Document Right Arrow Icon
Chem 359 Problem Set 7 Chapter 7: Organic Chemistry: A Biological Approach Key Ideas: 1. Reactions of alkenes 2. Reactions of alkynes 3. Multistep synthesis Suggested Problems : 7.1-7.16, 7.23, 7.24, 7.25, 7.26, 7.29, 7.30, 7.32, 7.33, 7.34, 7.35, 7.36, 7.39, 7.40, 7.41, 7.42, 7.43, 7.44, 7.45, 7.46, 7.47, 7.48, 7.49 Challenge Problems: 1. Give the product of the following reactions. OH Br 2 , anhydrous O Br Br OH Br O H Br Br Br 1 equiv 1. BH 3 , THF 2. H 2 O 2 , OH - 1. Hg(OAc) 2 , H 2 O 2. NaBH 4 BH 2 OH BH 2 H H [O] Hg OAc OAc Hg OAc H 2 O Hg OAc O Hg OAc OH H H H 2O OH H Reduction 2. Epoxidation of Pinene gives the following epoxide (A). However, Jon wants the other
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Background image of page 2
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: stereoisomer (B). Using your Chem 359 knowledge determine how to make the other epoxide. O O A B MCPBA Br O Br H H O Br H O Br Br Br H 2 O H 2 O H 2 O 1. 2. Base Base 3. Complete the following reactions (giving the starting material, reagent, intermediate, or product) as necessary. O I O O O O MCPBA MCPBA NaNH 2 O H H H 2 , Pd/C Br 2 Br Br 1 equiv I OH 1. I 2 2. Base O I OsO 4 OH OH Br Br Base HO OTs Base OH H H H 2 O Anhydrous OH H H or MCPBA O MCPBA X X X = Reaction doesn't work X 1. OsO4, H2O 2.TsCl, Pyridine...
View Full Document

This note was uploaded on 09/19/2008 for the course CHEM 3590 taught by Professor Ganem during the Fall '08 term at Cornell University (Engineering School).

Page1 / 2

challenge_solutions_problem_set_7 - stereoisomer (B). Using...

This preview shows document pages 1 - 2. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online