Reagent for alcohols

Takadate, A., Irikura, M., Suehiro, T., Fujino, H., and Goya, S. (1985) New labeling reagents for alcohols in fluorescence high-performance liquid chromatography. Chem. Pharm. Bull. 33, 1164-1169. 

Other Reagents for Alcohols (Thiols), Amines, Amino Alcohols, Amino Acids and Diols... 

Another useful reagent for alcohols is Pirkle s (-)-(/ )-l-(l-naphthalenyl)ethyl isocyanate (14)161. For example, it was used to separate the two diastereomeric carbamates obtained from rue-13. The carbamate shown by X-ray analysis to have structure 15 was cleaved162 to furnish (+ )-strigol (13), the witchweed germination factor, thus confirming the absolute configuration of 13163. 

Uhromic acid, in a variety of acidic media, has been used extensively for the oxidation of primary alcohols to aldehydes Itul. rarely has provided aldehydes in greater than 50% yield.5 Uhromium trioxide in pyridine was introduced as a unique, hniiacidic reagent for alcohol oxidations and has been used extensively to prepare ketones, but has been applied with only limited success to the preparation of aldehydes. While o-metlmxybenzaldehyde was obtained in 89% yield, 4-nitro-beir/.uldehyde and n-heptanal were obtained in 28% and 10% yields, respectively.7... 

Despite the huge structural diversity of known carboxylic acids, most of these are readily converted into esters or amides. Even sterically hindered acids, for example pivalic, triphenylacetic [1], or 2,6-disubstituted benzoic acids [1, 2], can be converted into suitable acylating reagents for alcohols or amines (Scheme 7.1). Esters of sterically demanding carboxylic acids can, alternatively, also be prepared by O-alkylation of the corresponding carboxylates [3, 4]. 

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... 

COREY Oxidizing reagents for alcohols 76 COREY Enantnseleetivs borane reduction 77 COREY Hi COREY -1 COREY-WINTERAlkenesynthesis 80 CORNEORTH Reanangement 81 Crafts 131... 

Use Reagent for alcohols, preparation of aliphatic nitrogen compounds, and standard solutions for water analysis. 

COREY Oxidizing reagents for alcohols 76 COREY Enantneelective borane reduction 77... 

Several oxidizing reagents for alcohols were described in this chapter. Suggest one for each of the following oxidations. 

Takechi H, Goto Y, Machida M. 4-(7-diethylaminocoumarin-3-yl)benzoyl cyanide (DBCB-CN) a highly sensitive fluorescent derivatization reagent for alcohols in high performance liquid chromatography. Chem Pharm Bull 1998 46 159-62. 

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