952686-36-1

Basic information

• Product Name: p-bromophenylpropene methyl carbonate
• Synonyms: p-bromophenylpropene methyl carbonate
• CAS NO: 952686-36-1
• Molecular Weight: 271.111
• Mol File: 952686-36-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: p-bromophenylpropene methyl carbonate(CAS DataBase Reference)
• NIST Chemistry Reference: p-bromophenylpropene methyl carbonate(952686-36-1)
• EPA Substance Registry System: p-bromophenylpropene methyl carbonate(952686-36-1)

Safety Data

• Hazardous Substances Data: 952686-36-1(Hazardous Substances Data)

Upstream product

• 49678-04-8 4-bromocinnamaldeyde 
• 24393-53-1 ethyl 4-bromocinnamate 
• 1122-91-4 4-bromo-benzaldehyde 
• 105515-33-1 3-(4-bromophenyl)prop-2-en-1-ol 
• 79-22-1 methyl chloroformate 

Downstream Products

• 1346241-91-5 C₁₈H₂₉BrSSi 
• 1346241-77-7 (S)-(1-(4-bromophenyl)allylthio)triisopropylsilane 
• 1612824-63-1 (S)-1-(1-(4-bromophenyl)allyl)-2-phenyl-1H-indole 
• 1453216-94-8 C₁₆H₁₆BrN 
• 1444826-50-9 tert-butyl [(3R,4R)-4-(4-bromophenyl)hex-5-en-3-yl]carbamate 

Relevant articles and documents

Intramolecular Sakurai Allylation of Geminal Bis(silyl) Enamide with Indolenine. A Diastereoselective Cyclization to Form Functionalized Hexahydropyrido[3,4- b]Indole

A fluoride-promoted intramolecular Sakurai allylation of geminal bis(silyl) enamide with indolenine has been developed. The reaction facilitates an efficient cyclization to give hexahydropyrido[3,4-b]indoles in good yields with high diastereoselectivity. The resulted cis, trans-stereochemistry further enables the ring-closing metathesis (RCM) reaction of two alkene moieties, giving a tetracyclic N-hetereocycle widely found as the core structure in akuammiline alkaloids.

Enantioselective α-functionalization of 1,3-dithianes by iridium-catalyzed allylic substitution

An iridium-catalyzed asymmetric allylic substitution reaction with 2-alkoxy carbonyl-1,3-dithianes has been achieved with high regio- and enantioselectivities. The transformation provides a new method for the enantioselective α-functionalization of dithianes. The corresponding dithiane-containing products are easily converted into many other derivatives with high yields and enantioselectivities.

Iridium-catalyzed direct asymmetric vinylogous allylic alkylation

The catalytic asymmetric vinylogous allylic alkylation of α,β-unsaturated lactones (including coumarins) was achieved with excellent regio- and enantioselectivity. Transformations of the product were carried out by means of the versatile terminal olefin and lactone moieties. The synthetic application of the present methodology was showcased by the asymmetric synthesis of an advanced synthetic Merck intermediate toward a new drug candidate.