Summary Previous Alcohol Syntheses

Nucleophilic Substitution on an Alkyl Halide (See Chapter 6.) Usually via the S vj2 mechanism competes with elimination. 

Hydroxylation synthesis of 1,2-diols from alkenes (Sections 8-13 and 8-14) 

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Structure and Classification of Alcohols 425 10-3 Nomenclature of Alcohols and Phenols 427 10-4 Physical Properties of Alcohols 430 10-5 Commercially Important Alcohols 433 10-6 Acidity of Alcohols and Phenols 435 10-7 Synthesis of Alcohols Introduction and Review 438 Summary Previous Alcohol Syntheses 438 10-8 Organometallic Reagents for Alcohol Synthesis 440 10-9 Addition of Organometallic Reagents to Carbonyl Compounds 443... 

This sequence places the functional group in the desired location. It is then easy enough to oxidize the alcohol to form the desired ketone, as in the previous problem. In summary, our proposed synthesis is ... 

In summary, we have developed a recyclable heterogeneous catalyst for the bleach oxidation of alcohols and polyols. In contrast to previously reported systems, neither a chlorinated hydrocarbon solvent nor a bromide cocatalyst is necessary to achieve good activity. Besides bleach-oxidation, PIPO is also effective in the CuCl/nitroxyl catalysed aerobic oxidation of benzyl alcohol. A further advantage of our system is that PIPO is readily prepared from inexpensive and commercially available raw materials. We believe that it will find wide application in organic synthesis. 

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