Chem 634 Fall 2009

Chem 634 - Advanced Organic Chemistry - Synthesis and Reactivity

University of Delaware, Fall 2009

Prof. Donald A. Watson

dawatson@udel.edu

Lecture: Thursday 7-10p, Colburn Lab (CLB) 109

Office hour: Friday 12-1p, LDL 205, or by appointment (contact via email)

Syllabus

**************Final Exam Date**************************

Monday Dec 14th, 3:30-6:30p, CLB102

Similar to the midterm, note cards will be allowed on the Final Exam
for 634. I do not care if they are on proper notecards or sheets of
paper. The only rules are: they must be hand written (by you) and they
can not simply be your notes from class. I reserve the right to inspect
the cards during the exam to make sure this is adhered to.

Model Sets are also allowed.

***************************************************************

Required Texts

Advanced Organic Chemistry, Part B: Reactions and Synthesis. (5th Edition Recommended) Carey, F. A.; Sundberg, R. J.
Strategic Applications of Names Reactions in Organic Synthesis.

Suggested and Reserve Texts

Organic Synthesis: Strategy and Control. Wyatt, P.; Warren, S.
Workbook for Organic Synthesis: Strategy and Control. Wyatt, P.; Warren, S.
Advanced Organic Chemistry · Part A: Structure and Mechanisms Carey, F. A.; Sundberg, R. J.
Comprehensive Organic Transformations: A Guide to Functional Group Preparations, 2nd Edition Larock, R. C.
Stereochemistry of Organic Compounds Eliel, E.; Wilel, S. H.
March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 6th Edition Smith, M. B.; March, J.
Protective Groups in Organic Synthesis, 4th Ed, Greene and Wuts
Transition Metals in the Synthesis if Complex Organic Molecules, 2nd Ed, Hegedus, L. S.

Topics (Approximate Schedule)

			Topics	Suggested Reading
Week 1	Sept 3rd	Lecture 1	Introduction, Nucleophilic Substitution Chemistry	C&S B 3.1-3.2, 3.4
Week 2	Sept 10th	Lecture 2	Intro to Organometallic Reactions	Hegedus Ch. 1-2, C&S B 7.1, 8.2-8.3, 11.2-11.3
Week 3	Sept 17th	Lecture 3	Protecting Groups, Alcohol and Carbonyl Oxidation	C&S B 3.5, 7.1, 7.3.1, 12.1, 12.5, 12.7
Week 4	Sept 24th	Lecture 4	Enolate Alkylations	C&S B 12.1, Ch 1 all
Week 5	Oct 1st	Lecture 5	Reductions of Carbonyls and Imines	C&S B 2 all and 5.3, 5.6, 5.7
Week 6	Oct 8th	Lecture 6	Reactions of Carbonyls with Carbon Nucleophiles
Week 7	Oct 15th		MIDTERM EXAM
Week 8	Oct 22th	Lecture 7	Alkene Synthesis and Reactivity	C&S B 2.4, 4, 5
Week 9	Oct 29th	Lecture 8	Alkyne Synthesis and Reactivity	Carreira 7
Week 10	Nov 5th	Lecture 9	Pericyclic Reactions (Part 1)	C&S B 6 all
Week 11	Nov 12th	Lecture 10	Pericyclic Reactions (Part 2)	C&S B 6 all
Week 12	Nov 19th	Lecture 11	Strained Rings	C&S B 12.2.1,10.2
Week 13	Nov. 24th	Lecture 12	M-H Chemistry	--
Week 14	Dec 3rd	Lecture 13	Radical Reactions	C&S B 10.3, C&S A 11
Finals Week	Dec		FINAL EXAM

Lecture Notes

Week 1	Intro	Nuc. Sub. Chem
Week 2	Nuc. Arom. Sub.	Intro Organomet. Chem.
Week 3	Metal Med. Sub Chem	-----
Week 4	Protecting Groups	Alcohol/Ketone Oxidation
Week 5	Intro to Enolates	Enolate Stereochem
Week 6	C=X Reductions	----
Week 7	Midterm	-----
Week 8	Aldol Chemistry	----
Week 9	Alkene Synthesis	Alkene Oxidation
Week 10	Alkyne Syn. and C=C Reductions	--
Week 11	Pericyclic Reaction	--
Week 12	Strained Rings (Updated)	--
Week 13	Metal Hydride Chem	--
Week 14	Radical Chemistry	--