Journal of Organic Chemistry p. 3928 - 3938 (1984)
Update date:2022-07-29
Topics:
Lipshutz, Bruce H.
Wilhelm, Robert S.
Kozlowski, Joseph A.
Parker, David
Higher order cuprates, represented by the general formula R2Cu(CN)Li2, are readily prepared from copper cyanide and 2 equiv of an organolithium.These novel reagents react readily and efficiently with secondary unactivated iodides and bromides affording products of substitution.Likewise, mono-, di-, and trisubstituted epoxides undergo ring opening leading to the corresponding alcohols in excellent yields.The effects of solvent, temperature, gegenion, and variations in ligands are discussed.Replacement of the second equivalent of RLi by CH3Li strongly encouragestransfer of R over CH3 in R(CH3)Cu(CN)Li2 with halides.Use of PhLi as RRLi in place of one RTLi (i.e.RT(Ph)Cu(CN)Li2) is suggested for oxirane cleavage.The stereochemical implications associated with both couplings are also addressed.
View MoreEASYBUYER Co.,LTD.( Chen-Chen )
Contact:+86-21-51816013/51816067
Address:1306,Bldg 8 Hi-Shanghai Center,No.950 Dalian Rd
Wuxi Forest Biological Co.,Ltd
Contact:+86-510-81602300
Address:Room 317,Building D, No.159 middle Chengjiang Road,Jiangyin Wuxi city.
Jiangxi Province Bethel Pharmaceutical Co., Ltd.
Contact:+86-795-259 3456 ,+86-15957688008 13566650571
Address:Huangjindui Chemical Park, Shanggao County ,Yichun city,Jiangxi Province
Contact:+86-535-8888888
Address:No.161 Haishi Rd.
Zouping Mingxing Chemical Co.,Ltd.
website:http://www.zoutong.com.cn
Contact:86-543-2240068 2240067
Address:428 Daixi Third Road Zouping County Shandong Province China
Doi:10.1093/gerona/55.11.B552
(1940)Doi:10.1016/0040-4020(84)85067-X
(1984)Doi:10.1002/anie.201604754
(2016)Doi:10.1016/j.jorganchem.2004.09.063
(2005)Doi:10.1055/s-1984-30835
(1984)Doi:10.1002/hlca.200690177
(2006)