83126-04-9

Upstream product

• 1194019-99-2 ethyl (E)-4-methyl-5-phenylpent-4-enoate 
• 83126-01-6 (E)-1-(3-bromo-2-methylprop-1-en-1-yl)benzene 
• 1504-55-8 2-methyl-3-phenylprop-2-en-1-ol 
• 83126-03-8 (E)-(2-Methyl-3-phenyl-2-propenyl)malonsaeure-diethylester 

Downstream Products

• 1453416-45-9 C₁₅H₁₈O₂ 
• 177366-40-4 (E)-4-Methyl-5-phenyl-pent-4-enoic acid [2-(tert-butyl-dimethyl-silanyloxy)-1-(3-ethyl-6-methoxy-5-methyl-4-oxo-4H-pyran-2-yl)-ethyl]-amide 
• 177366-35-7 (E)-4-Methyl-5-phenyl-pent-4-enoic acid 2-(3-ethyl-6-methoxy-5-methyl-4-oxo-4H-pyran-2-yl)-2-hydroxy-ethyl ester 
• 57919-03-6 (E)-4-Methyl-5-phenyl-4-penten-1-ol 

Relevant academic research and scientific papers

Study on the total synthesis of velbanamine: Chemoselective dioxygenation of alkenes with PIFA via a stop-and-flow strategy

A "stop-and-flow" strategy was developed for the chemoselective dioxygenation of alkenes with a PIFA-initiated cyclization. This method is conceived for the desymmetrization of seco-diene, and a series of substituted 5-hydroxymethyl-γ-lactones were constructed after hydrolysis. This strategy also differentiates terminally substituted alkenes and constitutes a potentially novel synthetic approach for the efficient synthesis toward velbanamine.

Pd(II)-catalyzed intramolecular amidoarylation of alkenes with molecular oxygen as sole oxidant

Stereoselective palladium-catalyzed synthesis of structurally versatile indoline derivatives, using molecular oxygen as the sole oxidant, is described. New C-N and C-C bonds form across an alkene in an intramolecular manner. The C-N bond-forming step proceeds via a syn-amidopalladation pathway. The moderate kinetic isotope effects (intramolecular KIE = 3.56) suggest that electrophilic aromatic substitution occurs in the arylation step.

Reactivity of 1-Cyclopropene-1-carboxylic Acid Lactones Dependent on the Size of the Lactone Ring

The reaction of the bicyclic γ-lactone 1 with KOtBu leads to lactone 3 by addition of tert-butoxide at the 1-position of the intermediate cyclopropene lactone 2 and subsequent exo-protonation.In contrast, the δ-lactone 13, readily available from cinnamyl