155940-97-9

Upstream product

• 70-55-3 toluene-4-sulfonamide 
• 286376-22-5 N-tert-butoxycarbonyl-N-(but-2-yn-1-yl)-(4-methylphenyl)sulfonamide 
• 189031-66-1 N-(tert-butoxycarbonyl)-4-methyl-N-prop-2-ynylbenzenesulfonamide 
• 18303-04-3 N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide 
• 286376-23-6 4-methyl-N-(prop-1-yn-1-yl)benzenesulfonamide 
• 90014-18-9 (Z)-but-2-ene-amine hydrochloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 1256265-27-6 (Z)-tert-butyl but-2-en-1-yl(tosyl)-carbamate 

Downstream Products

• 120568-79-8 Acetic acid (1S,4S)-4-[((Z)-but-2-enyl)-(toluene-4-sulfonyl)-amino]-cyclohex-2-enyl ester 
• 1256265-30-1 C₁₉H₂₇NO₂SSi 
• 16851-72-2 1-[(4-methylphenyl)sulfonyl]-2,5-dihydro-1H-pyrrole 
• 120568-88-9 (3S,3aR,7aR)-1-(Toluene-4-sulfonyl)-3-vinyl-2,3,3a,6,7,7a-hexahydro-1H-indole 
• 153391-80-1 N-<(Z)-(but-2-enyl)>-N-<(Z)-4-((methoxycarbonyl)oxy)but-2-enyl>-p-toluenesulfonamide 

Relevant academic research and scientific papers

Preference of Ruthenium-Based Metathesis Catalysts toward Z- and E-Alkenes as a Guide for Selective Reactions to Alkene Stereoisomers

As a guide for selective reactions toward either Z- or E-alkene in a metathesis reaction, the relative preference of metathesis Ru catalysts for each stereoisomer was determined by a method using time-dependent fluorescence quenching. We found that Ru-1 p

Ligand-Controlled Cobalt-Catalyzed Transfer Hydrogenation of Alkynes: Stereodivergent Synthesis of Z- and E-Alkenes

Herein, we report a novel cobalt-catalyzed stereodivergent transfer hydrogenation of alkynes to Z- and E-alkenes. Effective selectivity control is achieved based on a rational catalyst design. Moreover, this mild system allows for the transfer hydrogenation of alkynes bearing a wide range of functional groups in good yields using catalyst loadings as low as 0.2 mol %. The general applicability of this procedure is highlighted by the synthesis of more than 50 alkenes with good chemo- and stereoselectivity. A preliminary mechanistic study revealed that E-alkene product was generated via sequential alkyne hydrogenation to give Z-alkene intermediate, followed by a Z to E alkene isomerization process.

Catalytic dicyanative [4 + 2] cycloaddition triggered by cyanopalladation using ene-enynes and cyclic enynes with methyl acrylate

Palladium-catalyzed dicyanative [4 + 2] cycloaddition using various ene-enynes was investigated. The key species in this process is a cyanoallene intermediate that is obtained by the cyanopalladation of conjugated enynes followed by 5-exo-cyclization. To

Stereoselective synthesis of 2,4,5-trisubstituted piperidines by carbonyl ene and Prins cyclisations

An approach to 2,4,5-trisubstituted piperidines is reported, in which the key step is the Prins or carbonyl ene cyclisation of aldehydes of the type 1. Prins cyclisation catalysed by concentrated hydrochloric acid in CH 2Cl2 at -78 °C afforded good yields of two of the four possible diastereomeric piperidines, with the 4,5-cis product 7 predominating in a diastereomeric ratio of up to 94: 6. The diastereoselectivity of the cyclisation decreased as the 2-substituent increased in size, becoming unselective for very bulky 2-substituents. In contrast, cyclisation catalysed by MeAlCl2 in CH2Cl2 or CHCl3 at temperatures of between 20-60 °C, favoured the 4,5-trans diastereomer 8, in a diastereomeric ratio of up to 99: 1. The low-temperature cyclisations catalysed by HCl proceed under kinetic control via a mechanism involving the development of significant carbocationic character, in which the 4,5-cis cation is more stable than the 4,5-trans cation as a result of overlap with the neighbouring oxygen. The cyclisations catalysed by MeAlCl2 proceed under thermodynamic control, affording the product in which both the 4- and 5-substituents are equatorial.

A new selena-aza-payne-type rearrangement of aziridinylmethyl tosylates mediated by tetraselenotungstate

Tetraselenotungstate 1 reacts with simple (N-tosylaziridinyl)-methyl tosylate derivatives to give allylamine derivatives as the only products by an unprecedented selena-aza-Payne-type rearrangement. When the methodology is extended to disubstituted (N-tos

Rhodium(I)-Ctalyzed 'Metallo-Ene' Cyclizations/β-Eliminations

Octadienyl carbonates 5 provide cyclic 1,4-dienes 6 when treated with RhI complexes (1-10 mol-percent) at 80 deg C.Similar cyclization of cyclohexenyl acetate 8 affords cis-fused hexahydroindene 9.Analogues ring closures of nonadiene carbonate 10 yield preferably the cis-divinylpyrrolidine 11 with RhI catalysis but the trans-isomer 12 when catalyzed by Pd0.Azaoctadienyl carbonate 5a undergoes elimination with (5 mol-percent, 80 deg C) in MeCN giving acyclic triene 7.