Bronsted Acid-Catalyzed Dihydroxylation of Olefins in Aqueous Medium

被引:23
|
作者
Rosatella, Andreia A. [1 ]
Afonso, Carlos A. M. [1 ]
机构
[1] Univ Lisbon, Fac Farm, iMed UL, P-1649003 Lisbon, Portugal
关键词
dihydroxylation; 1; 2-diols; hydrogen peroxide; olefins; water; SPHINGOMONAS SP HXN-200; NONHEME IRON CATALYSTS; HYDROGEN-PEROXIDE; ENANTIOSELECTIVE HYDROLYSIS; TRANS DIHYDROXYLATION; CIS-DIHYDROXYLATION; ORGANIC-SOLVENT; DIOLS; OXIDATION; ALKENES;
D O I
10.1002/adsc.201100187
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The trans-dihydroxylation of olefins occurs efficiently by aqueous hydrogen peroxide catalyzed by p-toluenesulfonic acid at 50?degrees C, allowing the catalyst reuse and an outstanding substrate functional group tolerance such as tert-butoxycarbonylamino (BocNH), benzyloxycarbonylamino (CbzNH), benzyloxy (OBn), tosyloxy (OTs), hindered ketal, (2-trimethylsilyl)ethoxymethoxy (OSEM), benzylamino (NBz), benzyloxy (OBz) and free amino acid.
引用
收藏
页码:2920 / 2926
页数:7
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