63142-56-3Relevant articles and documents
Reductive Addition of Polyhalomethanes and Their Related Compounds to Aldehydes and 1,2-Elimination of the Coupling Products in a Pb/Al Bimetal Redox System
Tanaka, Hideo,Yamashita, Shiro,Yamanoue, Motoi,Torii, Sigeru
, p. 444 - 450 (2007/10/02)
A Pb/Al bimetal system was used to carry out reductive addition of tetrachloromethane, tetrabromomethane, bromotrichloromethane, trichloroacetamide, and trichloroacetonitrile to aldehydes.Subsequent 1,2-elimination of the halogen atom and hydroxyl group from the coupling products was also performed with the Pb/Al bimetal system.The technology was successfully applied to stereocontrolled syntheses of ethyl trans- and cis-3-(2,2-dihaloethenyl)-2,2-dimethylcyclopropanecarboxylates.
Synthesis of ethyl (+/-)-cis-3-(2,2-dihalogenovinyl)-2,2-dimethylcyclopropanecarboxylate
Genet, J. P.,Denis, A.,Charbonnier, F.
, p. 793 - 796 (2007/10/02)
The two (+/-) cis pyrethroid ethyl esters 2a,b have been synthesized.These esters are obtained via stereoselective ScN' cyclization of 3b to 5b.Desulfonylation of 5b with retention of configuration at low temperature (Na/Hg, -30 deg C) affords (+/-)-cis-chrysanthemonitrile 6.This nitrile is converted into cis aldehyde 7 which by Wittig reaction provides pyrethroid nitriles 8a and 8b, respectively.Finally hydrolysis of the nitrile group gives the esters 2a and 2b in 30percent overall yield from 3b.
Phasentransfer-katalysierte Synthese von Cyclopropancarbonsaeure-estern
Lantzsch, Reinhard
, p. 955 - 956 (2007/10/02)
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