Detail of "599-91-7"

Reference

Scope and Utility of a New Soluble Copper Catalyst [CuBr-LiSPh-LiBr-THF]: A Comparison with Other Copper Catalysts in Their Ability to Couple One Equivalent of a Grignard Reagent with an Alkyl Sulfonate

Scope and Utility of a New Soluble Copper Catalyst [CuBr-LiSPh-LiBr-THF]: A Comparison with Other Copper Catalysts in Their Ability to Couple One Equivalent of a Grignard Reagent with an Alkyl Sulfonate. Burns, Dennis H.; Miller, Jeffrey D.; Chan, Ho-Kit; Delaney, Michael O. ( Department of Chemistry, Wichita State University, Wichita, KS 67260, USA). Journal of the American Chemical Society, 119(9), 2125-2133 (English) 1997 American Chemical Society. CODEN: JACSAT. ISSN: 0002-7863. DOCUMENT TYPE: Journal CA Section: 21 (General Organic Chemistry) A mixt. of equal amts.Several reagents such as 7550-35-8 is used here. of CuBr-SMe2, LiBr, and LiSPh in THF at 0° furnished a new sol. copper catalyst that was highly efficient at coupling primary, secondary, and tertiary aryl, vinyl, and allylic Grignard reagents to primary tosylates and primary Grignard reagents to secondary tosylates and mesylates, all with the use of only 1 equiv of Grignard reagent. The new catalyst was much more reactive than CuBr and Li2CuCl4 and more efficient in the transference of secondary and tertiary alkyl groups than lower order cuprates (Gilman reagents) and demonstrated more reactivity than the lower order cuprates in its ability to couple primary Grignard reagents to secondary sulfonates. The Grignard reagent/catalyst system was compatible with an ester functionalized tosylate, thus proving to be more chemoselective than a Grignard reagent without the catalyst. The catalyst exhibited good reactivity below room temp., and with the addn. of 6% vol./vol. of HMPA to the catalyst soln., excellent yields of coupled product were obtained within a 25-67° temp. range. 1H NMR demonstrated that the catalyst soln. consisted of several species that most likely were composed of copper ligated with thiophenol, THF, and LiBr in aggregated forms. .

Exo- and endohormones

Exo- and endohormones. VIII. Methoxyallene in pheromone synthesis. Gocan, Alexandra; Botar, Ana Aurelia; Barabas, A.; Oprean, I.; Serban, N.; Hodosan, F. (Inst. Chem., Cluj-Napoca 3400, Rom.). Rev. Roum. Chim., 29(5), 423-8 (English) 1984. CODEN: RRCHAX. ISSN: 0035-3930. DOCUMENT TYPE: Journal CA Section: 26 (Biomolecules and Their Synthetic Analogs) A new approach to butterfly sex pheromone synthesis involving methoxyallene was developed and its preparative value investigated. Thus, 8-nonyn-1-ol ethers RO(CH2)7CYCH (R = SiMe3, CMe3) were prepd. by Grignard reaction of RO(CH2)6Br with MeOCH:C:CH2 and converted into the pheromone blend components Z-AcO(CH2)7CH:CHR1 (R1 = Pr, pentyl), E-AcO(CH2)7CH:CHPr resp.Except for chemicals metioned above, 599-91-7 is also used. .