528840-65-5

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 

Downstream Products

• 651057-10-2 (R)-2-((R)-1-iodo-3-phenylpropyl)tetrahydrofuran 
• 1346899-36-2 C₁₃H₁₇BrO 
• 1639366-21-4 C₁₃H₁₇BrO 
• 1346899-06-6 C₂₈H₄₁NO₂S 
• 1334150-19-4 tetrahydro-2-(3-phenyl-1-(phenylthio)propyl)furan 
• 1334150-08-1 tetrahydro-2-(3-phenyl-1-(phenylthio)propyl)furan 

Relevant academic research and scientific papers

Aerobic Allylation of Alcohols with Non-Activated Alkenes Enabled by Light-Driven Selenium-π-Acid Catalysis

A new organocatalytic protocol for the aerobic dehydrogenative allylation of alcohols using non-activated alkenes as the allylating reagent and ambient air as the terminal oxidant is established. Mechanistically, the procedure relies on the interplay of a diselane and a photoredox catalyst by means of a light-induced electron transfer process. Under optimized conditions, a broad range of both cyclic and acyclic ethers is accessed with very high functional group tolerance and excellent regioselectivity.

Organoselenium-catalyzed synthesis of oxygen- and nitrogen-containing heterocycles

A new and efficient approach for the synthesis of oxygen and nitrogen heterocycles by organoselenium catalysis has been developed. The exo-cyclization proceeded smoothly under mild conditions with good functional group tolerance and excellent regioselectivity. Mechanistic studies revealed that 1-fluoropyridinium triflate is key for oxidative cyclization.

Asymmetric iodocyclization catalyzed by salen-CrIIICl: Its synthetic application to swainsonine

The previously developed enantioselective iodocyclization of γ-hydroxy-cis-alkenes required 30 mol% of (R,R)-salen-CoII complex as chiral catalyst and 0.75 equivalent of N-chlorosuccinimide (NCS) as activator to produce 2-substituted tetrahydrofurans with 61 to 90% ee. Due to the considerable loading amount of the CoII complex, another more effective catalyst was pursued by screening (R,R)-salentransition metal complexes. When 10 mol % of the catalysts were applied with 0.5 equivalent of NCS, a higher level of stereoselectivity was attained with the corresponding CrIIICl (84% ee), MnIICl (52% ee) and CoII complexes (66% ee). Refinement of the conditions established a novel catalytic enantioselective iodocyclization protocol using iodine in the presence of 7 mol% of (R,R)-salen-CrIIICl complex activated by 0.7 equivalent of NCS in toluene to induce 74 to 93 % ee.