期刊
TETRAHEDRON
卷 65, 期 16, 页码 3102-3109出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2008.10.033
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资金
- NIGMS NIH HHS [R01 GM073072, R01 GM073072-01A2] Funding Source: Medline
N-Hererocyclic carbenes catalyze the oxidation of allylic and benzylic alcohols as well as saturated aldehydes to esters with manganese(IV) oxide in excellent yields. A variety of esters can be synthesized,, protected carboxylates. The oxidation proceeds Under mild conditions, with low loadings of including a simple triazolium salt pre-catalyst in the presence of base. Substrates containing potentially epimerizable triazolium salt pre-catalyst in the presence of base. Substrates containing potentially epimerizable centers are oxidized while preserving stereochemical integrity. The acyl triazolium intermediate generated under catalytic conditions can be employed as a chiral acylating agent in the desymmetrization of meso-diols.
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