23768-06-1Relevant academic research and scientific papers
Diastereoselective synthesis of fused lactone-pyrrolidinones; Application to a formal synthesis of (-)-salinosporamide a
Logan, Angus W. J.,Sprague, Simon J.,Foster, Robert W.,Marx, Leo B.,Garzya, Vincenzo,Hallside, Michal S.,Thompson, Amber L.,Burton, Jonathan W.
, p. 4078 - 4081 (2014)
A mild, diastereoselective synthesis of fused lactone-pyrrolidinones using an oxidative radical cyclization is reported. The methodology is demonstrated in a formal synthesis of (-)-salinosporamide A.
A simple and non-conventional method for the synthesis of selected β-arylalkylchalcogeno substituted alcohols, amines and carboxylic acids
Borges, Elton L.,Jacob, Raquel G.,Lenard?o, Eder J.,Lima, David B.,Perin, Gelson,Silva, Márcio S.,Silva, Patrícia C.
, p. 376 - 389 (2017/02/05)
A simple and mild procedure for the reaction of nucleophilic chalcogenium species (Se and Te) with lactones, epoxides or aziridines to prepare chalcogen-containing acids, alcohols and amines in non-conventional media is described. The chalcogenolate nucle
Switchable catalytic activity: Selenium-containing peptides with redox-controllable self-assembly properties
Miao, Xiaoming,Cao, Wei,Zheng, Wenting,Wang, Jingyu,Zhang, Xiaoli,Gao, Jie,Yang, Chengbiao,Kong, Deling,Xu, Huaping,Wang, Ling,Yang, Zhimou
, p. 7781 - 7785 (2013/08/23)
Mimicking nature: The reversible formation of self-assembled nanostructures of selenium-containing peptides can be controlled by redox triggers (see scheme, VC=vitamin C). As a consequence, the catalytic activity of these peptides is switchable. These res
Nucleophilic ring opening of mono-activated cyclopropanes with arylselenolates generated from diselenides in the presence of a Zn/AlCl 3 system
Nazari, Mohammad,Movassagh, Barahman
experimental part, p. 1803 - 1805 (2009/12/04)
An efficient one-pot synthesis of γ-arylselenenyl ketones, acids, and nitriles is presented. The method uses Zn/AlCl3-promoted cleavage of diselenides and subsequent ring-opening of mono-activated cyclopropanes. Georg Thieme Verlag Stuttgart.
Stereospecific synthesis of ss3-amino acid derivatives from propargylic alcohols: Efficient solution-phase synthesis of oligopeptides without coupling agents
Temperini, Andrea,Terlizzi, Raffaella,Testaferri, Lorenzo,Tiecco, Marcello
supporting information; experimental part, p. 7883 - 7895 (2010/03/24)
A stereospecific synthesis of ss3-amino acids has been accomplished starting from readily available and enantioenriched propargylic alcohols. This conversion can be effected in only three steps by selenium-mediated organic transformations of th
Nucleophilic cleavage of lactones and esters with zinc selenolates prepared from diselenides in the presence of Zn/AlCl3
Nazari, Mohammad,Movassagh, Barahman
scheme or table, p. 438 - 441 (2009/05/27)
The utility of zinc selenolates for effecting nucleophilic cleavage of simple lactones and esters has been investigated. When zinc selenolate generated via Zn/AlCl3-promoted cleavage of diselenides was reacted with simple lactones and esters, efficient nucleophilic alkyl-oxygen bond cleavage proceeded generating the corresponding carboxylic acids in moderate to excellent yields.
Convenient preparation of benzylseleno- and phenylselenoalkanoic acids: Reagents for synthesis of organoselenium compounds
Bhalla, Aman,Sharma, Sitansh,Bhasin, Kuldip K.,Bari, Shamsher S.
, p. 783 - 793 (2007/10/03)
An efficient and operationally simple route to benzylseleno- and phenylselenoalkanoic acids from ethyl benzyl/phenylselenoalkanoates is described. This involves preparation of ethyl benzyl/phenylselenoalkanoates as substrates by reaction of dibenzyl/diphenyl diselenide and sodium borohydride with ethyl chloroalkanoates in ethanol followed by basic hydrolysis and subsequent acidification. Copyright Taylor & Francis Group, LLC.
Formal α-Vinylation of Amino Acids. Use of a New Benzeneselenolate Equivalent
Pedersen, Michelle L.,Berkowitz, David B.
, p. 6965 - 6975 (2007/10/02)
A new synthetic approach to the formal α-vinylation of α-amino acids is described, in which the readily available electrophile, ethylene oxide, serves as the vinyl cation equivalent.N-Benzoyl α-amino esters bearing appropriate side-chain protecting groups
A reagent for the efficient cleavage of N-benzoylhomoserine lactones: Access to α-(2-phenylseleno)ethyl amino acids
Pedersen,Berkowitz
, p. 7315 - 7318 (2007/10/02)
Upon heating diphenyl diselenide and sodium trimethoxyborohydride (1:2) in DMF to 60°C, a reagent is produced which efficiently cleaves α-substituted N-benzoylhomoserine lactones to the corresponding α-(2-phenylseleno)ethyl amino acids without competing l
CONVENIENT PREPARATION OF SODIUM AND POTASSIUM PHENYL SELENIDES. REDUCTION OF THE SELENIUM-SELENIUM BOND BY SODIUM HYDRIDE AND POTASSIUM HYDRIDE.
Dowd, Paul,Kennedy, Paul
, p. 935 - 942 (2007/10/02)
Sodium and potassium phenyl selenides are conveniently prepared by brief reflux of diphenyl diselenide with sodium hydride and potassium hydride, respectively.
