103971-83-1Relevant articles and documents
Methionine and seleno-methionine type peptide and peptoid building blocks synthesized by five-component five-center reactions
Kaluderovi?, Goran N.,Abbas, Muhammad,Kautz, Hans Christian,Wadaan, Mohammad A. M.,Lennicke, Claudia,Seliger, Barbara,Wessjohann, Ludger A.
, p. 3777 - 3780 (2017)
A first example of 5-component 5-center reactions with isonitriles [Ugi-5CRs] is described. The extended Ugi type reactions involve selenoaldehydes as well as ammonia, both challenging reactants in multicomponent (MCR) systems, to generate methionine and Se-methionine moieties and derivatives as protected building blocks or for direct ligation in peptides or peptoids. The peptoid/peptide building blocks proved to be non-cytotoxic but increased the expression of genes encoding for stress protective selenoproteins (Gpx1).
β-Cyclodextrin-promoted addition of benzeneselenol to conjugated alkenes in water
Srinivas, Boga,Kumar, Vydyula Pavan,Sridhar, Regati,Reddy, Vutukuri Prakash,Nageswar, Yadavalli Venkata Durga,Rao, Kakulapati Rama
, p. 1080 - 1084 (2009)
For the first time, a mild and efficient procedure was developed for the conjugate addition of α,β-unsaturated compounds to benzeneselenol providing β-(phenylseleno)-substituted compounds (Scheme). The reaction was promoted by β-cyclodextrin, proceeded in
Regio- and stereoselective 6-exo-trig radical cyclisations onto chiral perhydro-1,3-benzoxazines: Synthesis of enantiopure 3-alkylpiperidines
Pedrosa, Rafael,Andres, Celia,Duque-Soladana, Juan P.,Roson, Carlos D.
, p. 2809 - 2821 (2007/10/03)
Enantiopure 3-alkyl substituted piperidines are prepared by diastereoselective 6-exo-trig cyclisation of perhydro-1,3-benzoxazines derived from (-)-(8)-amino menthol. The diastereoselective cyclisation is promoted by tributyltin hydride, and the competitive 1,5-hydrogen migration depends on the position of the acceptor double bond and the radical site. Copyright (C) 2000 Elsevier Science Ltd.
Selective synthesis of 1-alkoxy-3-phenylseleno-1-alkenes and 3- phenylselenoalkanals by the reaction of diisobutylaluminum phenylselenolate with α,β-unsaturated acetals
Nishiyama, Yutaka,Asano, Tomoyuki,Kishimoto, Yoshihiro,Itoh, Kazuyoshi,Ishii, Yasutaka
, p. 8685 - 8686 (2007/10/03)
The reaction of α,β-unsaturated acetals with diisobutylaluminum phenylselenolate followed by treatment with H2O affords the corresponding 1- alkoxy-3-phenylseleno-1-alkenes in good yields. When aq. HCl instead of H2O was employed in
The Geometry of the Carbanionic Moiety Influences the Non-Induced Diastereoselectivity of the -Wittig Rearrangement of Lithiated Diallyl Ethers
Goeppel, Dirk,Muenster, Ingo,Brueckner, Reinhard
, p. 3687 - 3708 (2007/10/02)
Lithiated diallyl ethers with cis- or trans-configuration of the anionic moiety were generated from the diallyl ethers 10, from the vinylogous O,S-acetals 13, and from the O,S-acetals 14 by treatment with nBuLi (in the case of 10) or with lithium naphthal
[3,3]Sigmatropic ring expansion of cyclic thionocarbonates. VII. On the formation of 8-membered thionocarbonates as the intermediates
Harusawa,Tomii,Takehisa,Ohishi,Yoneda,Kurihara
, p. 2279 - 2282 (2007/10/02)
In order to clarify the reaction mechanism of [3,3]sigmatropic ring expansion of cyclic thionocarbonates, the 8-membered thionocarbonates (6 and 7) were synthesized by treatment of the corresponding diol monothionocarbonates (5 and 13) with lithium bis(tr
