40575-42-6Relevant articles and documents
A simple method for the displacement of bromine by fluorine at tertiary benzylic or non-classical secondary sites
Leroux, Frédéric,Garamszegi, László,Schlosser, Manfred
, p. 177 - 180 (2002)
Iodine fluoride or, being its operational equivalent, the mixture of N-iodosuccinimide and triethylamine tris(hydrogen fluoride) reacts with tertiary and benzylic bromoalkanes to afford the respective fluoroalkanes in moderate-to-excellent yields. In contrast, primary bromoalkanes are virtually inert under identical conditions. Secondary bromoalkanes do not react either unless the heterolytically generated cationic intermediates benefit from non-classical resonance stabilization.
Total synthesis of unsaturated imine venom alkaloids of Costa Rican ant by way of Schmidt reaction via allyl/pentadienyl cations
Zhang, Huan,Hayashi, Kyohei,Tanimoto, Hiroki,Morimoto, Tsumoru,Nishiyama, Yasuhiro,Kakiuchi, Kiyomi
, p. 8600 - 8605 (2014)
Total synthesis of α,β-, and α,β,γ,δ-unsaturated imine ant venom alkaloids is described. The labile two conjugated imine alkaloids were synthesized by late stage intramolecular Schmidt reaction via allyl and pentadienyl cation intermediates.
CREATINE PRODRUGS, COMPOSITIONS AND METHODS OF USE THEREOF
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Paragraph 00651; 00653, (2019/06/17)
The present disclosure provides creatine prodrug analogs and their compositions useful for the treatment of creatine deficiencies.
Bismuth chloride mediated allylation of carbonyl compounds in aqueous media: A mechanistic investigation
Jadhav,Pardeshi
, p. 4948 - 4952 (2014/12/11)
The bismuth chloride mediated, aluminum promoted aqueous Barbier type coupling of allyl unit with carbonyl compounds which gives the corresponding homoallyl alcohol is studied. The transient in situ generated allylbismuth(III) bromide intermediate was stu
Efficient synthesis of α,β-unsaturated alkylimines performed with allyl cations and azides: Application to the synthesis of an ant venom alkaloid
Hayashi, Kyohei,Tanimoto, Hiroki,Zhang, Huan,Morimoto, Tsumoru,Nishiyama, Yasuhiro,Kakiuchi, Kiyomi
supporting information, p. 5728 - 5731 (2013/01/15)
An efficient synthesis of α,β-unsaturated alkylimines at low temperature using azides has been developed. Carbocations generated from allyl alcohols helped achieve a rapid conversion under mild conditions with azides to afford reactive α,β-unsaturated imines. Hydroxy or alkoxy groups are essential for these transformations, and utilizing readily accessible allyl alcohols gave a wide extension of substrates. The efficiency of this novel method is demonstrated in the total synthesis of an iminium ant venom alkaloid.
Indium-mediated synthesis of homoallyl alcohols in the aqueous phase
Du, Zhengyin,Li, Yanchun,Wang, Fen,Zhou, Wanwei,Wang, Jin-Xian
experimental part, p. 1664 - 1671 (2011/06/20)
The indium-mediated Barbier-type allylation reaction of aldehydes with allyl bromide, which gives corresponding homoallyl alcohols, was investigated. The reaction medium and the effects of substituents were discussed in detail. The results showed that var
Substituted 3-hydroxy-delta-lactones from epoxides
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Page/Page column 19-20, (2010/06/19)
Catalysts and methods for the carbonylation of epoxides to substituted 3-hydroxy-δ-lactones and β-lactones are disclosed.
Indium-mediated Barbier-type allylation reaction in PEG400 and PEG400/H2O
Du, Zhengyin,Wang, Fen,Zhou, Wanwei,Wang, Jin-Xian
experimental part, p. 475 - 477 (2010/12/25)
A green method for the allylation of aldehydes with allyl bromide mediated by indium in polyethylene glycol 400 (PEG400) and PEG400/H2O is described. Aldehydes with different substituents afforded the corresponding homoallylic alcohols in good to excellen
Synthesis and structure of air-stable Lewis acidic binuclear complex of zirconocene pentafluorophenylsulfonate and its catalytic application in the allylation of carbonyl compounds with tetraallyltin
Qiu, Renhua,Xu, Xinhua,Li, Yinhui,Zhang, Guoping,Shao, Lingling,An, Delie,Yin, Shuangfeng
supporting information; experimental part, p. 1679 - 1681 (2009/08/08)
Air-stable Lewis acidic μ2-hydroxy bridged binuclear complex of zirconocene pentafluorophenylsulfonate was successfully synthesized and found to show high catalytic efficiency in chemoselective allylation of carbonyl compounds with tetraallylti
Mild and efficient allylation of aldehydes with allyltributylstannane promoted by MgI2·(OEt)n etherate
Zhang, Xingxian
, p. 65 - 68 (2008/09/21)
Allylation of aldehydes with allyltributylstannane was promoted in the presence of MgI2·(OEt)n to give homoallylic alcohols. The iodide anion and a noncoordinating reaction medium (CH 2Cl2) are the key features
