109907-84-8Relevant academic research and scientific papers
A General CuCl2-Promoted Alkene Aminochlorination Reaction
Li, Shu-Qi,Xiong, Peng,Zhu, Lin,Qian, Xiang-Yang,Xu, Hai-Chao
, p. 3449 - 3455 (2016/07/23)
A CuCl2-promoted alkene aminochlorination reaction has been developed. A variety of anilides that contain a mono-, di-, or trisubstituted alkenyl moiety readily participated in this reaction to afford structurally diverse vicinal chloroamines. Studies suggest that the process proceeds by a radical-type mechanism and that CuCl2serves as both the oxidant to generate the amidyl radical as well as the chloride source.
Enzyme- and Ruthenium-Catalyzed Enantioselective Transformation of α-Allenic Alcohols into 2,3-Dihydrofurans
Yang, Bin,Zhu, Can,Qiu, Youai,B?ckvall, Jan-E.
supporting information, p. 5568 - 5572 (2016/05/09)
An efficient one-pot method for the enzyme- and ruthenium-catalyzed enantioselective transformation of α-allenic alcohols into 2,3-dihydrofurans has been developed. The method involves an enzymatic kinetic resolution and a subsequent ruthenium-catalyzed c
CuI-catalyzed synthesis of functionalized terminal allenes from 1-alkynes
Luo, Hongwen,Ma, Shengming
, p. 3041 - 3048 (2013/06/27)
Relative to our original protocol that uses CuI (0.5 equiv.), paraformaldehyde (2.5 equiv.), and dicyclohexylamine (1.8 equiv.), a facile and efficient protocol for the gram-scale synthesis of functionalized terminal allenes by using CuI (7.5-10 mol-%), p
Chiral silver phosphate-catalyzed cycloisomeric kinetic resolution of α-allenic alcohols
Wang, Yan,Zheng, Kuan,Hong, Ran
, p. 4096 - 4099 (2012/04/10)
A kinetic resolution of α-allenic alcohols is realized through chiral silver phosphate-catalyzed cycloisomerization with high stereoselectivity (selectivity factor up to 189) and tolerance of a variety of functional groups. A mechanistic model is proposed to interpret the origin of the high stereoselectivity and broad substrate scope.
Chiral Bronsted acid catalyzed enantioselective allenylation of aldehydes
Reddy, Leleti Rajender
, p. 9189 - 9191 (2012/09/22)
A versatile and highly enantioselective chiral Bronsted acid-catalyzed allenylation of aldehydes with propargyl borolane is reported. The reaction is shown to be practical and quite general with a broad substrate scope covering aryl, heteroaryl, α,β-unsaturated, and aliphatic aldehydes.
An in-mediated tandem reaction of aldehydes with 3-bromo-1-propyne to produce 1-substituted-3-methylene-5-yn-1-ol compounds
Huang, Jing-Mei,Luo, Hui-Chao,Chen, Zu-Xing,Yang, Gui-Chun,Loh, Teck-Peng
, p. 295 - 298 (2008/09/18)
A one-pot reaction for the synthesis of 1-substituted-3-methylene-5-yn-1-ol compounds from In-mediated propargylation of aldehydes with 3-bromo-1-propyne was reported. Our studies showed that the propargylic alcohol formed in the reaction was selectively
Efficient synthesis of 3-chloromethyl-2(5H)-furanones and 3-chloromethyl- 5,6-dihydropyran-2-ones via the PdCl2-catalyzed chlorocyclocarbonylation of 2,3- or 3,4-allenols
Cheng, Xin,Jiang, Xuefeng,Yu, Yihua,Ma, Shengming
supporting information; experimental part, p. 8960 - 8965 (2009/04/11)
(Chemical Equation Presented) A mild and efficient methodology involving PdCl2-catalyzed chlorocyclocarbonylation of 2,3- or 3,4-allenols with CuCl2 for the synthesis of 3-chloromethyl-2(5H)-furanones and 3-chloromethyl-5,6-dihydropyran-2-ones was developed. This reaction proceeded in a highly regioselective manner, i.e., the chlorine atom was introduced to the terminal position of the allene moiety while the lactone linkage was formed between the center carbon atom of the allene moiety and the hydroxyl oxygen, which was established by the X-ray single crystal diffraction study of γ-lactone 3p. The highly optically active 3-chloromethyl-2(5H)-furanones could be easily prepared from the readily available optically active 2,3-allenols. A mechanism for this reaction was proposed.
Gold(I)-catalyzed isomerization of allenyl carbinol esters: An efficient access to functionalized 1,3-butadien-2-ol esters
Buzas, Andrea K.,Istrate, Florin M.,Gagosz, Fabien
, p. 985 - 988 (2007/10/03)
(Chemical Equation Presented) A study concerning the gold(I)-catalyzed rearrangement of diversely substituted allenyl carbinol esters into functionalized 1,3-butadien-2-ol esters is described. The mild conditions employed allow the efficient, rapid, and s
Catalytic enantioselective allenylation reactions of aldehydes with tethered bis(8-quinolinolato) (TBOx) chromium complex
Xia, Guoyao,Yamamoto, Hisashi
, p. 496 - 497 (2007/10/03)
The utility of the new class of chiral ligand, tethered bis(8-quinolinol) (TBOxH), is further explored. Its chromium complex, TBOxCr(III)Cl, effectively catalyzes the asymmetric allenylation reactions of various aldehydes at room temperature with high yie
Highly selective formation of propargyl- and allenyltrichlorosilanes and their regiospecific addition to various types of aldehydes: Preparation of both allenic and homopropargylic alcohols
Schneider, Uwe,Sugiura, Masaharu,Kobayashi, Shu
, p. 496 - 502 (2007/10/03)
The highly selective preparation of propargyl- and allenyltrichlorosilanes via metal-catalyzed silylation of propargyl chloride has been developed. These trichlorosilyl nucleophiles were then shown to add to various types of aldehydes to afford the corres
