Origin of. alpha.-Hydroxy Ketones in the Osmium Tetroxide-Catalyzed Asymmetric Dihydroxylation of Alkenes

…, V Bhushan, R Krishna Kumar

文献索引：Lohray, Braj B.; Bhushan, Vidya; Kumar, R. Krishna Journal of Organic Chemistry, 1994 , vol. 59, # 6 p. 1375 - 1380

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被引用次数: 26

摘要

Results Several olefins were dihydroxylated using TBHP as cooxidant and osmium tetroxide as catalyst. The results are summarized in Table 1. Large amount of a-hydroxy ketone is formed in each case. Thus, when trans-stilbene was oxidized with osmium tetroxide in the presence of aqueous TBHP in acetonitrile-water (4: l) at ca 0 OC, a mixture of benzoin (28%), hydrobenzoin (35%), and benzaldehyde (30%) were isolated (Table 1, entry 1). ...