11092009 - functional group transformation one functional...

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CH 310M/318M – MWF 12:00 – Lecture 32 – M 11/9/2009 Reading Assignment : Section 8.5 Graded Homework : HW#16 deadline = 3:00 p.m. TODAY HW#17 deadline = 3:00 p.m. on Thu 11/12 Textbook Problems : 7.6, 7.11, 7.14, 7.16-7.18, 7.20-7.25, 7.29-7.33, 8.1, 8.8 (except e), 8.9, 8.10, 8.12 Last Time : Preparation of terminal alkynes via dehydrohalogenation of vicinal & geminal dihalides (continued…) Electrophilic addition reactions of alkynes Today : Oxymercuration (acid-catalyzed hydration) of alkynes Reduction reactions of alkynes Solving synthesis problems in organic chemistry PLEASE READ AND UNDERSTAND THE MATERIAL IN SECTIONS 8.1, 8.2, 8.3 OF THE TEXTBOOK (structure, nomenclature, physical properties of alkyl halides) . WE WILL NOT DISCUSS THIS MATERIAL IN LECTURE, BUT IT WILL BE “FAIR GAME” FOR EXAMS!!!
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There are 3 types of operations involved in organic synthesis: Functional group transformations Most of the reactions you have learned at this stage are examples of a
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Unformatted text preview: functional group transformation one functional group is converted into another functional group during the course of the reaction Control of stereochemistry If a particular stereoisomer of the target is desired, use of stereoselective reactions will be necessary during the course of the synthesis. Several of the reactions you have learned thus far allow for stereochemical control (syn addition vs. anti addition) Formation of CC bonds Since the goal of organic synthesis (in the real world, at least) , is to build up complex target compounds from simple (and inexpensive) starting materials, reactions that form carboncarbon bonds are typically of tremendous importance in synthesis. At this stage you only know one reaction that leads to formation of a new CC bond alkylation of an acetylide ion by treatment with a methyl or 1 alkyl halide....
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11092009 - functional group transformation one functional...

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