Oxidative cationic cyclization reactions effected by pyridinium chlorochromate
โ Scribed by E.J. Corey; Dale L. Boger
- Book ID
- 104245825
- Publisher
- Elsevier Science
- Year
- 1978
- Tongue
- French
- Weight
- 312 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Pyridinium chlorochromate (PCC), C5H5NkClCr03, first introduced as an oxidizing reagent for alcohols just three years ago, 1 has found widespread use in organic synthesis. 2 In earlier work advantage was taken of the mildly acidic character of the reagent to bring about an essentially one-step conversion n (70% yield) of (-)-citronellol (l_) to (-)-pulegone (s), ' a useful reagent for asymmetric synthesis of prostaglandins. 4 The effectiveness of this synthesis together with our interest in exploring new techniques for
๐ SIMILAR VOLUMES
The oxidation of aikoxyaUylic ethers by PCC produces the corresponding ยขz,[J-unsaturated ketones or aldehydes and the oxidation of benzylic alcohols produces the corresponding ketones in satLrfltctory yields.
Kinetics of oxidation of 24 S-Arylmercaptoacetic acids (SAMA) by pyridinium chlorochromate (PCC) have been studied in acidmedium. The product of oxidation is the corresponding thiophenol. The rate data of meta-and para-substituted acids have been correlated well with I , R o values and the meta-comp