943231-77-4

Upstream product

• 943231-75-2 (-)-(R_S)-2-methyl-N-(pent-4-en-1-ylidene)propane-2-sulfinamide 
• 2100-17-6 4-pentenal 
• 100-59-4 phenylmagnesium chloride 
• 196929-78-9 (R)-2-methylpropane-2-sulfinamide 
• 100-52-7 benzaldehyde 
• 196929-85-8 (R)-N-benzylidene-2-methylpropane-2-sulfinamide 
• 5162-44-7 1-bromo-4-butene 

Downstream Products

• 1250851-65-0 (E)-7-N-[(R(S))-tert-butylsulfinyl]-[(7R)-phenyl] 3-hepten-2-one 
• 260998-57-0 (R)-(+)-N-Benzyloxycarbonyl-1-phenylpent-4-enylamine 

Relevant academic research and scientific papers

Diastereoselective homoallylation and bis-homoallylation of N-tertbutanesulfinyl imines with organomagnesium compounds

The addition of but-3-enylmagnesium bromide and pent-4-enylmagnesium bromide to N-tert-butanesulfinyl aldimines in toluene as solvent proceeds with high diastereoselectivity to yield the corresponding products of homoallylation and bis-homoallylation, res

N-sulfinyl amines as a nitrogen source in the asymmetric intramolecular aza-michael reaction: Total synthesis of (-)-pinidinol

N-Sulfinyl amines have been successfully employed as nitrogen nucleophiles for the asymmetric intramolecular aza-Michael reaction. The synthetic strategy involves a cross-metathesis reaction followed by the Michael-type cyclization, either in a base-catalyzed two-step procedure or in a tandem fashion. The developed methodology allows access to chiral substituted pyrrolidines and piperidines bearing one or two stereocenters and it has been applied to the synthesis of the piperidine alkaloid (-)-pinidinol.

Microwave-assisted tandem cross metathesis intramolecular Aza-Michael reaction: An easy entry to cyclic β-amino carbonyl derivatives

Hoveyda-Grubbs catalyst in combination with BF3·OEt2 efficiently promotes tandem cross metathesis intramolecular aza-Michael reaction between enones and unsaturated carbamates resulting in the creation of β-amino carbonyl units. The use of microwave irradiation dramatically accelerates the process, enhancing the synthetic utility of this methodology for the preparation of these types of derivatives. When enantiomerically enriched ∞-branched amines were used as starting materials, the process was also very efficient, although with modest selectivity in the newly created stereocenter. The use of microwave irradiation led to an interesting effect, inverting the selectivity in the addition process. Copyright