61203-82-5Relevant articles and documents
Nickel-Catalyzed reductive cross-Coupling of unactivated alkyl halides
Yu, Xiaolong,Yang, Tao,Wang, Shulin,Xu, Hailiang,Gong, Hegui
supporting information; experimental part, p. 2138 - 2141 (2011/06/22)
A Ni-catalyzed reductive approach to the cross-coupling of two unactivated alkyl halides has been successfully developed. The reaction works efficiently for primary and secondary halides, with at least one being bromide. The mild reaction conditions allow for excellent functional group tolerance and provide the C(sp3)-C(sp3) coupling products in moderate to excellent yields.
Assessing the Substrate Selectivities and Enantioselectivities of Eight Novel Baeyer-Villiger Monooxygenases toward Alkyl-Substituted Cyclohexanones
Kyte, Brian G.,Rouviere, Pierre,Cheng, Qiong,Stewart, Jon D.
, p. 12 - 17 (2007/10/03)
Genes encoding eight Baeyer-Villiger monooxygenases have recently been cloned from bacteria inhabiting a wastewater treatment plant. We have carried out a systematic investigation in which each newly cloned enzyme, as well as the cyclohexanone monooxygenase from Acinetobacter sp. NCIB 9871, was used to oxidize 15 different alkyl-substituted cyclohexanones. The panel of substrates included equal numbers of 2-, 3-, and 4-alkyl-substituted compounds to probe each enzyme's stereoselectivity toward a homologous series of synthetically important compounds. For all 4-alkyl-substituted cyclohexanones tested, enzymes were discovered that afforded each of the corresponding (S)-lactones in ≥98% ee. This was also true for the 2-alkyl-substituted cyclohexanones examined. The situation was more complex for 3-akyl-substituted cyclohexanones. In a few cases, single Baeyer-Villiger monooxygenases possessed both high regio- and enantioselectivities toward these compounds. More commonly, however, they showed only one type of selectivity. Nonetheless, enzymes with such properties might be useful as parts of a two-step bioprocess where an initial kinetic resolution is followed by a regioselective oxidation on the isolated, optically pure ketone.
A STABLE 1:1 LITHIUM ACYLCYANOCUPRATE. DEPENDENCE OF THE STABILITY OF ACYLCYANOCUPRATES ON THE NATURE OF THE ALKYL SUBSTITUENT.
Seyfert, Dietmar,Hui, Richard C.
, p. 1473 - 1476 (2007/10/02)
Acylcuprates obtained by carbonylation of R(CN)CuLi cuprates (R=t-Bu, sec-Bu) at low temperature are effective in the direct nucleophilic 1,4-acylation of α,β-unsaturated ketones and aldehydes.The R=t-Bu reagent is sufficiently stable so that it can be us
