Juliá–Colonna stereoselective epoxidation of some α, β-unsaturated enones possessing a stereogenic centre at the γ-position: synthesis of a protected galactonic …

PC Ray, SM Roberts

文献索引：Ray, Peter C.; Roberts, Stanley M. Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 2 p. 149 - 153

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被引用次数: 20

摘要

The oxidation of enones 6–8 using peroxide or percarbonate and polyleucines as catalysts gave the corresponding diastereomers 9–12 in high yield. The compound 9 was converted into the galactonic acid derivative 16 in five steps and in an overall yield of nearly 60%. Polyleucines are shown to be catalysts powerful enough to overturn the intrinsic stereocontrol in the chosen substrates. p