126690-90-2

Upstream product

• 501-53-1 benzyl chloroformate 
• 126690-79-7 Toluene-4-sulfonic acid (E)-4-methyl-6-methylsulfanyl-hex-4-enyl ester 
• 54542-30-2 ethyl 3-methyl-3,4-pentadienoate 
• 117487-32-8 methyl-4 hexadiene-4,5 nitrile 
• 24767-80-4 toluene-4-sulfonic acid 3-methyl-3,4-pentadienyl ester 
• 18022-52-1 3-methyl-3,4-pentadien-1-ol 
• 906542-52-7 benzyl 4-methyl-4,5-hexadienylcarbamate 

Relevant academic research and scientific papers

Enantioselective Aza-Heck Cyclizations of N-(Tosyloxy)carbamates: Synthesis of Pyrrolidines and Piperidines

Pd(0)-systems modified with SPINOL-derived phosphoramidate ligands promote highly enantioselective aza-Heck cyclizations of alkenyl N-(tosyloxy)carbamates. The method provides versatile access to challenging N-heterocycles and represents the broadest scope enantioselective aza-Heck protocol developed to date.

Highly active Au(I) catalyst for the intramolecular exo- hydrofunctionalization of allenes with carbon, nitrogen, and oxygen nucleophiles

Reaction of benzyl (2,2-diphenyl-4,5-hexadienyl)carbamate (4) with a catalytic 1:1 mixture of Au[P(t-Bu)2(o-biphenyl)]CI (2) and AgOTf (5 mol %) in dioxane at 25 °C for 45 min led to isolation of benzyl 4,4-diphenyl-2-vinylpyrrolidine-1-carboxylate (5) in 95% yield. The Au(l)-catalyzed intramolecular hydroamination of N-allenyl carbamates tolerated substitution at the alkyl and allenyl carbon atoms and was effective for the formation of piperidine derivatives, γ-Hydroxy and δ-hydroxy allenes also underwent Au-catalyzed intramolecular hydroalkoxylation within minutes at room temperature to form the corresponding oxygen heterocycles in good yield with high exoselectivity. 2-Allenyl indoles underwent Au-catalyzed intramolecular hydroarylation within minutes at room temperature to form 4-vinyl tetrahydrocarbazoles in good yield. Au-catalyzed cyclization of N-allenyl carbamates, allenyl alcohols, and 2-allenyl indoles that possessed an axially chiral allenyl moiety occurred with transfer of chirality from the allenyl moiety to the newly formed stereogenic tetrahedral carbon atom.

CONCOMITANT -SIGMATROPIC REARRANGEMENT OF ALLYLIC SULFILIMINES AND INTRAMOLECULAR N-ALKYLATION. SYNTHESIS OF 2-VINYL SUBSTITUDED CYCLIC AMINES

Allylic phenyl and methyl sulfides bearing a strategically positioned electrophilic center have been shown to undergo concomitant -sigmatropic rearrangement and intramolecular N-alkylation upon oxidative conversion to allylic sulfilimines and treatme