36176-89-3Relevant academic research and scientific papers
Biomimetic Total Synthesis of Enterocin
Bach, Thorsten,Koser, Lilla,Lechner, Vivian Miles
, p. 20269 - 20273 (2021/08/13)
The first chemical total synthesis of the highly oxygenated polyketide enterocin has been accomplished. The key step of the synthesis was a late-stage biomimetic reaction cascade involving two intramolecular aldol reactions in which each step proceeded in 52 % yield (averaged) and which established four of the seven stereogenic centers. The pivotal precursor for the cascade reaction was assembled from three readily available building blocks. A chiral dithioacetal with two stereogenic centers originating from L-arabinose represented the core fragment to both ends of which the other building blocks were attached by aldol reactions. The remaining stereogenic center was installed by Davis oxygenation immediately prior to the key step.
Synthesis of 3-(Arylsulfonyl)-3-pyrrolines from Allenyl Sulfonamides by Silver Ion Catalysis
Tata, Rama Rao,Fu, Chencheng,Kelley, Steven P.,Harmata, Michael
supporting information, p. 5723 - 5726 (2018/09/21)
Treatment of allenyl sulfonamides with catalytic amounts of silver fluoride in acetonitrile at reflux afforded the corresponding 3-sulfonyl-3-pyrrolines in excellent yields by intramolecular hydroamination via a 5-endo-trig cyclization. The starting allenyl sulfonamides were prepared by lithiation of allenic sulfones and trapping with various N-sulfonylimines.
Iron(iii)-salan complexes catalysed highly enantioselective fluorination and hydroxylation of β-keto esters and N-Boc oxindoles
Gu, Xin,Zhang, Yan,Xu, Zhen-Jiang,Che, Chi-Ming
supporting information, p. 7870 - 7873 (2014/07/08)
Chiral iron(iii)-salan complexes catalysed highly enantioselective α-fluorination and α-hydroxylation of β-keto esters and N-Boc oxindoles to give the corresponding products in high yields and good-to-excellent ee values under mild reaction conditions. This journal is the Partner Organisations 2014.
3-Methyl-1-sulfonic acid imidazolium chloride as a new, Efficient and recyclable catalyst and solvent for the preparation of N-sulfonyl imines at room Temperature
Zolfigol,Khazaei,Moosavi-Zare,Zare
experimental part, p. 646 - 651 (2010/11/17)
New Bronsted acidic ionic liquid, 3-methyl-1-sulfonic acid imidazolium chloride {[Msim]Cl} was used as an efficient, green and reusable catalyst and solvent for the synthesis of N-sulfonyl imines via the condensation of sulfonamides with aldehydes as well
Preparation of N-arylsulfonyl imines from sulfonamides and aryl aldehydes using magnesium oxide as a heterogeneous and reusable catalyst under solvent-free conditions
Hasaninejad, Alireza,Zare, Abdolkarim,Zare, Ahmad Reza Moosavi,Parhami, Abolfath,Sharghi, Hashem,Khalafi-Nezhad, Ali
experimental part, p. 2769 - 2776 (2009/09/06)
An efficient solvent-free procedure for the preparation of N-arylsulfonyl imines from sulfonamides and aryl aldehydes in the presence of a catalytic amount of magnesium oxide and tetrabutylammonium bromide (TBAB) under microwave irradiation is described. The advantages of this method are good to high yields, short reaction times, low cost, and matching with green chemistry protocols. Copyright Taylor & Francis Group, LLC.
SYNTHESIS, STRUCTURE, AND PROPERTIES OF COMPOUNDS WITH A CHALCOGEN-NITROGEN BOND. VIII. N-SULFONYLARYLTELLURIMIDES - EFFECTIVE CATALYSTS FOR THE CONDENSATION OF AROMATIC ALDEHYDES WITH SULFONAMIDES
Naddaka, V. I.,Avanesyan, K. V.,Cherkinskaya, M. L.,Minkin, V. I.
, p. 540 - 543 (2007/10/02)
N-Sulfonyldiaryltellurimides and diaryl telluroxides are effective catalysts in the synthesis of N-sulfonylazomethines from aromatic aldehydes and sulfonamides.The catalytic activity of these compounds in the investigated reaction is based on the reaction
SYNTHESIS, STRUCTURE, AND CHARACTERISTICS OF COMPOUNDS WITH A CHALCOGEN-NITROGEN BOND. IX. REACTION OF N-SULFONYLSELENIMIDES WITH AROMATIC ALDEHYDES
Naddaka, V. I.,Avanesyan, K. V.,Cherkinskaya, M. L.,Minkin, V. I.
, p. 1154 - 1156 (2007/10/02)
N-Sulfonylselenimides enter into reaction with aromatic aldehydes leading to the formation of N-sulfonylazomethines.This reaction forms the basis of the catalytic action of selenimides during the condensation of aldehydes with sulfonamides.
