475292-56-9

Upstream product

• 475292-74-1 N-(3-hydroxypropyl)-4-methyl-N-(3-methylbut-2-enyl)-benzenesulfonamide 
• 98-59-9 p-toluenesulfonyl chloride 
• 870-63-3 prenyl bromide 
• 638-10-8 ethyl 3-methylbut-2-enoate 
• 13379-98-1 3-[N-(4-methylphenylsulfonyl)amino]propan-1-ol 

Downstream Products

• 867039-46-1 (E)-5-[N-(3-methylbut-2-enyl)-N-(toluene-4-sulfonyl)amino]pent-2-enoic acid methyl ester 
• 1443054-65-6 (3S,4R)-4-(prop-1-en-2-yl)-1-tosylpyrrolidine-3-carbaldehyde 
• 867039-48-3 4-methyl-N-(3-methyl-but-2-enyl)-N-[5-oxo-5-(2-oxo-oxazolidin-3-yl)-pent-3-enyl]-benzenesulfonamide 

Relevant academic research and scientific papers

Visible-Light-Promoted Intramolecular α-Allylation of Aldehydes in the Absence of Sacrificial Hydrogen Acceptors

We report herein an unprecedented protocol for radical cyclization of aldehydes with pendant alkenes via synergistic photoredox, cobaloxime, and amine catalysis. The transformation was achieved in the absence of external oxidants, providing a variety of 5-, 6-, and 7-membered ring products with alkene transposition in satisfactory yields. The reaction exhibits wide functional group compatibility and occurs under mild conditions with extrusion of H2.

Enantioselective intramolecular aldehyde α-alkylation with simple olefins: Direct access to homo-ene products

A highly selective method for the synthesis of asymmetrically substituted carbocycles and heterocycles from unactivated aldehyde-olefin precursors has been achieved via enantioselective SOMO-catalysis. Addition of a catalytically generated enamine radical cation across a pendent olefin serves to establish a general asymmetric strategy toward the production of a wide range of formyl-substituted rings with alkene transposition. Conceptually, this novel mechanism allows direct access to "homo-ene"-type products.

Synthesis of 3,4-disubstituted piperidines by carbonyl ene and prins cyclizations: Switching between kinetic and thermodynamic control with Bronsted and Lewis acid catalysts

A novel approach to cis and trans 3,4-disubstituted piperidines is described. Carbonyl ene cyclization of aldehydes 4a-e catalyzed by MeAlCl 2 in refluxing chloroform afforded the trans piperidines 7a-e with diastereomeric ratios of up to 93:7,

Synthesis of 3,4-disubstituted piperidines by ene cyclisation of 4-aza-1,7-dienes

Ene cyclisation of a variety of 4-aza-1,7-dienes affords 3,4-disubstituted piperidines. In particular, cyclisation of diesters 14 and 20 catalysed by MeAlCl2 gives the corresponding trans 3,4-disubstituted piperidines with diastereomeric ratios

Synthesis of 3-Substituted 4-Piperidinones via a One-Pot Tandem Oxidation-Cyclization-Oxidation Process: Stereodivergent Reduction to 3,4-Disubstituted Piperidines

A novel approach to 3-substituted 4-piperidinones is described. The one-pot tandem oxidation-cyclization-oxidation of unsaturated alcohols 1a-e by PCC or PCC and trifluoromethanesulfonic acid affords piperidinones 2a-e in good yield. Reduction of 2a-e by

Synthesis of 3,4-disubstituted piperidines by carbonyl Ene and Prins cyclizations: A switch in diastereoselectivity between Lewis and Bronsted acid catalysts

(graph presented) A novel diastereoselective approach to cis and trans 3,4-disubstituted piperidines is described. Carbonyl ene cyclization of aldehydes 6a-e catalyzed by the Lewis acid methyl aluminum dichloride in refluxing chloroform affords trans piperidines 8a-e with diastereomeric ratios of up to 93:7. By contrast, Prins cyclization of 6a-e catalyzed by hydrochloric acid at low temperatures affords cis products 7a-e with diastereomeric ratios of up to 98:2.