68007-30-7Relevant academic research and scientific papers
Tin-free radical alkylation of ketones via N-silyloxy enamines
Song, Hyun-Ji,Lim, Che Jo,Lee, Sunggi,Kim, Sunggak
, p. 2893 - 2895 (2008/09/18)
The radical alkylation of ketones is achieved by their conversion into corresponding N-silyloxy enamines, followed by a radical reaction with alkyl halides bearing electron-withdrawing groups. The Royal Society of Chemistry 2006.
Organocalcium Chemistry: Preparation and Reactions of Highly Reactive Calcium
Wu, Tse-Chong,Xiong, Heping,Rieke, R. D.
, p. 5045 - 5051 (2007/10/02)
A highly reactive form of calcium was prepared by the reduction of Ca(II) salts with preformed lithium biphenylide.Remarkably, this activated calcium undergoes oxidative addition to organic bromides, chlorides, or even fluorides to form the organocalcium reagents under very mild conditions in high yields.The resulting organocalcium compounds undergo Grignard-type reactions.Transmetalation with Cu(I) salts forms calcium cuprate reagents which undergo a variety of cross-coupling reactions.The activated calcium reacts with 1,3-dienes to yield the corresponding 2-butene-1,4-diylcalcium complexes.These bis-organocalcium reagents can undergo dialkylation reactions with α,ω-alkylene dihalides and dichlorosilanes to form the corresponding 3-, 5-, and 6-membered ring derivatives.Significantly, these reactions are highly stereospecific and regioselective.
