63099-51-4Relevant academic research and scientific papers
Construction of All-Carbon Chiral Quaternary Centers through CuI-Catalyzed Enantioselective Reductive Hydroxymethylation of 1,1-Disubstituted Allenes with CO2
Qiu, Jia,Gao, Shen,Li, Chaopeng,Zhang, Lei,Wang, Zheng,Wang, Xiaoming,Ding, Kuiling
supporting information, p. 13874 - 13878 (2019/11/11)
A catalytic enantioselective construction of all-carbon chiral quaternary centers through reductive hydroxymethylation of 1,1-disubstituted allenes with CO2 has been developed. In the presence of a copper/Mandyphos catalyst, CO2 is t
Regioselective Diboron-Mediated Semireduction of Terminal Allenes
Gates, Ashley M.,Santos, Webster L.
supporting information, p. 4619 - 4624 (2019/12/11)
A method for the regioselective reduction of the terminal double bond of 1,1-disubstituted allenes has been developed. In the presence of a palladium catalyst, tetrahydroxydiboron and stoichiometric water, allene semireduction proceeds in high yield to afford Z-alkenes selectively.
A convenient access to allylic triflones with allenes and triflyl chloride in the presence of (EtO)2P(O)H
Ni, Jixiang,Jiang, Yong,An, Zhenyu,Lan, Jingfeng,Yan, Rulong
supporting information, p. 7343 - 7345 (2019/06/27)
A simple method for the preparation of allylic triflones from allenes and triflyl chloride in the presence of (EtO)2P(O)H has been developed. The features of this reaction are catalyst-free and simple starting substrates. This method tolerates diverse functional groups and substituted allylic triflones are obtained in moderate to good yields.
Iodothiocyanation/Nitration of Allenes with Potassium Thiocyanate/Silver Nitrite and Iodine
Yang, Xiaodong,She, Yue,Chong, Ya,Zhai, Huichun,Zhu, He,Chen, Baohua,Huang, Guosheng,Yan, Rulong
supporting information, p. 3130 - 3134 (2016/10/09)
Direct strategies for the iodothiocyanation and iodonitration of allenes have been developed. In this process, potassium thiocyanate/silver nitrite and molecular iodine are used as the source of SCN, ONO2and iodine to provide the desired products in moderate to good yields with high stereoselectivity. (Figure presented.).
Catalytic enantioselective protoboration of disubstituted allenes. Access to alkenylboron compounds in high enantiomeric purity
Jang, Hwanjong,Jung, Byunghyuck,Hoveyda, Amir H.
, p. 4658 - 4661 (2015/02/19)
Proto-boryl additions to 1,1-disubstituted allenes in the presence of 1.0-5.0 mol % of chiral NHC-Cu complexes, B2(pin)2, and t-BuOH proceed to afford alkenyl-B(pin) products in up to 98% yield, >98:2 site selectivity, and 98:2 er. T
Lewis acid promoted reactions of ethenetricarboxylates with allenes: Synthesis of indenes and γ-lactones via conjugate addition/cyclization reaction
Yamazaki, Shoko,Yamamoto, Yuko,Fukushima, Yugo,Takebayashi, Masachika,Ukai, Tetsuma,Mikata, Yuji
supporting information; experimental part, p. 5216 - 5222 (2010/09/05)
(Figure presented) Indenes are important core structures in organic chemistry. Few simple arylallenes have been used to construct indene skeletons by Friedel-Crafts reaction. Lewis acid catalyzed reaction of ethenetricarboxylates 1 and arylallenes has been examined in this study. The reaction of arylallenes and ethenetricarboxylate triesters with SnCl4 gave indene derivatives efficiently, via a conjugate addition/Friedel-Crafts cyclization reaction. On the other hand, the reactions of 1,1-diethyl 2-hydrogen ethenetricarboxylate and arylallenes or alkylallenes with SnCl4 at -78 °C or room temperature and subsequent treatment with Et3N gave γ-lactones. The reactions of triethyl ethenetricarboxylate and 1,1-dialkylallenes with SnCl4 at room temperature also gave γ-lactones.
REACTION OF 2,2-DISUBSTITUTED 1-(DIBROMOMETHYLENE)CYCLOPROPANES WITH METHYLLITHIUM
Kostikov, R. R.,Molchanov, A. P.,Nagi, Sh. M.
, p. 1291 - 1297 (2007/10/02)
In the reaction of 2,2-disubstituted 1-(dibromomethylene)cyclopropanes with methyllithium 4,4-disubstituted 1-buten-3-ynes and 2,2-disubstituted (1-bromoethylidene)cyclopropanes are formed in ratios which depend on the character of substitution in the cyclopropane ring.
