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Synthesis 2015; 47(10): 1455-1460
DOI: 10.1055/s-0034-1380288
DOI: 10.1055/s-0034-1380288
paper
(Chloromethyl)magnesium Chloride–Lithium Chloride: A Chemoselective Reagent for the Synthesis of Functionalized Aromatic Chlorohydrins
Further Information
Publication History
Received: 18 December 2014
Accepted after revision: 10 February 2015
Publication Date:
04 March 2015 (online)
Abstract
The reactivity of (chloromethyl)magnesium chloride–lithium chloride (ClCH2MgCl·LiCl), a mixed lithium–magnesium carbenoid, in reactions with aromatic aldehydes bearing various functional groups is reported. The reagent is highly chemoselective, permitting the synthesis of a range of ring-functionalized aromatic chlorohydrins in high yields.
Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1380288. Included are experimental procedures, characterization data and copies of 1H and 13C NMR spectra.
- Supporting Information
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For recent reviews on magnesium carbenoids, see:
For recent reviews on chemoselectivity, see: