7432-80-6Relevant academic research and scientific papers
Catalyst-Controlled Stereoselective Barton–Kellogg Olefination
Schmidt, Tanno A.,Sparr, Christof
supporting information, p. 23911 - 23916 (2021/10/08)
Overcrowded alkenes are expeditiously prepared by the versatile Barton–Kellogg olefination and have remarkable applications as functional molecules owing to their unique stereochemical features. The induced stereodynamics thereby enable the controlled motion of molecular switches and motors, while the high configurational stability prevents undesired isomeric scrambling. Bistricyclic aromatic enes are prototypical overcrowded alkenes with outstanding stereochemical properties, but their stereocontrolled preparation was thus far only feasible in stereospecific reactions and with chiral auxiliaries. Herein we report that direct catalyst control is achieved by a stereoselective Barton–Kellogg olefination with enantio- and diastereocontrol for various bistricyclic aromatic enes. Using Rh2(S-PTAD)4 as catalyst, several diazo compounds were selectively coupled with a thioketone to give one of the four anti-folded overcrowded alkene stereoisomers upon reduction. Complete stereodivergence was reached by catalyst control in combination with distinct thiirane reductions to provide all four stereoisomers with e.r. values of up to 99:1. We envision that this strategy will enable the synthesis of topologically unique overcrowded alkenes for functional materials, catalysis, energy- and electron transfer, and bioactive compounds.
Synthesis of naphtho[2,3-b]-and naphtho[1,2-b]-fused thieno[2,3-d][1] benzoxepins and thieno[2,3-d][1]-benzothiepins
Landek, Ivana Ozimec,Pesic, Dijana,Trojko, Rudolf,Bogdanovic, Maja Devcic,Mercep, Mladen,Mesic, Milan
experimental part, p. 2269 - 2290 (2011/03/23)
Synthesis of four novel classes of structurally related fused hetero-pentacyclic compounds, naphtho[2,3-b]thieno[2,3-d][1]benzothiepins (Ia), naphtho[1,2-b]thieno[2,3-d][1]benzothiepins (IIa), naphtho[2,3-b]thieno-[2,3-d] [1]benzoxepins (Ib, c) and naphth
1- OR 3-THIA-BENZONAPHTHOAZULENES AS INHIBITORS OF TUMOUR NECROSIS FACTOR PRODUCTION AND INTERMEDIATES FOR THE PREPARATION THEREOF
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Page/Page column 35-36, (2008/06/13)
The present invention relates to 1- or 3-thiabenzonaphthoazulene derivatives to their pharmacologically acceptable salts and solvates, to processes and intermediates for the preparation thereof as well as to their antiinflammatory effects, especially to t
Piperidylidene derivatives of benzo-fused xanthenes, thioxanthenes and dibenzoxepins and antipsychotic use thereof
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, (2008/06/13)
Novel piperidylidene derivatives of benzo-fused xanthenes, thioxanthenes and dibenzoxepins administered internally to an animal host, in therapeutically effective amounts, produce antipsychotic activity essentially free of extrapyramidal symptoms.
