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Org Lett. 2002 Dec 12;4(25):4539-41.

SmI(2)-promoted oxidation of aldehydes in the presence of electron-rich heteroatoms.

Author information

1
Department of Chemistry, Laboratory for Research on the Structure of Matter, Monell Chemical Senses Center, Philadelphia, Pennsylvania 19104, USA. smithab@sas.upenn.edu

Abstract

[reaction: see text] The Evans-Tishchenko reaction provides an efficient and practical solution for the oxidation of aldehydes possessing sensitive electron-rich heteroatoms to the corresponding esters. Careful selection of the sacrificial beta-hydroxy ketone provides considerable subsequent flexibility to access the desired carboxylic acid.

PMID:
12465932
DOI:
10.1021/ol027095p
[Indexed for MEDLINE]
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