On the mechanism of titanium-catalyzed cyclopropanation of esters with aliphatic organomagnesium compounds. Deuterium distribution in the reaction products of (CD3)(2)CHMgBr with ethyl 3-chloropropionate in the presence of titanium tetraisopropoxide

Authors
Epstein, OL Savchenko, AI Kulinkovich, OG
Citation
Ol. Epstein et al., On the mechanism of titanium-catalyzed cyclopropanation of esters with aliphatic organomagnesium compounds. Deuterium distribution in the reaction products of (CD3)(2)CHMgBr with ethyl 3-chloropropionate in the presence of titanium tetraisopropoxide, RUSS CHEM B, 49(2), 2000, pp. 378-380
Citations number
18
Categorie Soggetti
Chemistry
Journal title
RUSSIAN CHEMICAL BULLETIN
ISSN journal
10665285 → ACNP
Volume
49
Issue
2
Year of publication
2000
Pages
378 - 380
Database
ISI
SICI code
1066-5285(200002)49:2<378:OTMOTC>2.0.ZU;2-V
Abstract
The reaction of (CD3)(2)CHMgBr with ethyl 3-chloropropionate in the presenc e of catalytic amounts of Ti(OPri)(4) results in (E)-1-(2-chloroethyl)-3,3- dideuterio-2-trideuteriomethylcyclopropanol and (CD3)(2)CDH, identified by mass spectrometry. The reaction mechanism is discussed.