Transition-Metal-Free CH Hydroxylation of Carbonyl Compounds

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Title:	Transition-Metal-Free CH Hydroxylation of Carbonyl Compounds
Authors:	CHAUDHARI, MORESHWAR B. Sutar, Yogesh MALPATHAK, SHREYAS HAZRA, ANIRBAN GNANAPRAKASAM, BOOPATHY Dept. of Chemistry
Keywords:	Transition-Metal-Free C-H Hydroxylation Carbonyl Compounds Hydrocarbons Organic synthesis 2017
Issue Date:	Jul-2017
Publisher:	American Chemical Society
Citation:	Organic Letters, 19 (13), 3628-3631.
Abstract:	Transition metal and reductant free ?-C(sp3)-H hydroxylation of carbonyl compounds are reported. This method is promoted by commercially available inexpensive KO-t-Bu and atmospheric air as an oxidant at room temperature. This unified strategy is also very facile for hydroxylation of various carbonyl compound derivatives to obtain quaternary hydroxyl compounds in excellent yield. A preliminary mechanistic investigation, supported by isotope labeling and computational studies, suggests the formation of a peroxide bond and its cleavage by in situ generated enolate.
URI:	http://dr.iiserpune.ac.in:8080/xmlui/handle/123456789/3242 https://doi.org/10.1021/acs.orglett.7b01616
ISSN:	1523-7060 1523-7052
Appears in Collections:	JOURNAL ARTICLES

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