33667-08-2Relevant academic research and scientific papers
Catalytic enantioselective peroxidation of α,β-unsaturated ketones
Lu, Xiaojie,Liu, Yan,Sun, Bingfeng,Cindric, Brittany,Deng, Li
supporting information; body text, p. 8134 - 8135 (2009/02/02)
Despite the potential of chiral peroxides as biologically interesting or even clinically important compounds, no catalytic enantioselective peroxidation has been reported. With a chiral catalyst not only to induce enantioselectivity but also to convert a well established epoxidation pathway into a peroxidation pathway, the first efficient catalytic peroxidation has been successfully developed. Employing readily available α,β-unsaturated ketones and hydroperoxides and an easily accessible cinchona alkaloid catalyst, this novel reaction will open new possibilities in the asymmetric synthesis of chiral peroxides. Under different conditions a highly enantioselective epoxidation with the same starting materials, reagents, and catalyst has was also established. Copyright
The reaction of trialkylstannylmethyllithium with α,β-epoxy ketones and α-chloro ketones
Sato, Tadashi,Kikuchi, Toshihiro,Tsujita, Hiroshi,Kaetsu, Atsushi,Sootome, Norio,Nishida, Ken-Ichiro,Tachibana, Kazutaka,Murayama, Eigoro
, p. 3281 - 3304 (2007/10/02)
The reactions of trialkylstannylmethyllithium with α,β-epoxy ketones afforded mainly cyclopropanols, while α-chloro ketones afforded allyl alcohols and/or cyclopropanols, in varying amounts depending upon the molar ratio of the reagent to the substrate.
