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Unformatted text preview: 8 Lecture Supplement: Multi-step Organic Synthesis Multi-step Organic Synthesis Conversion of existing molecules into other useful molecules. Natural sources: petroleum natural gas natural products Commercial sources Etc. Pharmaceuticals Polymers Gasoline Textiles Etc. Little molecules ----> big molecules Synthesis of unnatural products Modification of existing structures Synthesis of rare and useful natural products Example: Paclitaxel (taxol): anticancer drug and rare natural product O H O O O O O O OH H H O H OH O N H H O Ph O HO Example #2: Synthesis of indynaprost from cyclopentadiene into O H H HO HO HO 2 C Cyclopentadiene Indynaprost (Experimental platelet aggregation inhibitor) Lecture Supplement: Multi-step Organic Synthesis 9 Fundamental Synthesis Operations C-C bond formation functional group interconversions (FGI): oxidation reduction substitution elimination addition others skeletal rearrangements protection/deprotection Keys to Doing Synthesis Problems Use reactions you know (flash cards) Keep an eye on the requirements of the problem: Can I solve the problem in one step from where I am?...
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- Summer '10