776296-22-1

Basic information

• Product Name: 3-(4-chlorophenyl)allyl methyl carbonate
• Synonyms: 3-(4-chlorophenyl)allyl methyl carbonate
• CAS NO: 776296-22-1
• Molecular Weight: 226.66
• Mol File: 776296-22-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 3-(4-chlorophenyl)allyl methyl carbonate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-chlorophenyl)allyl methyl carbonate(776296-22-1)
• EPA Substance Registry System: 3-(4-chlorophenyl)allyl methyl carbonate(776296-22-1)

Safety Data

• Hazardous Substances Data: 776296-22-1(Hazardous Substances Data)

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 24583-70-8 3-(4-chlorophenyl)-2-propene-1-ol 
• 79-22-1 methyl chloroformate 

Downstream Products

• 1028424-18-1 C₁₄H₁₅ClO₄ 
• 1612824-64-2 (S)-1-(1-(4-chlorophenyl)allyl)-2-phenyl-1H-indole 
• 1444826-39-4 1-chloro-4-[(3'R,4'R)-4'-nitrohex-1'-en-3'-yl]benzene 
• 1444826-56-5 C₁₂H₁₄ClNO₂ 
• 1421924-45-9 (S)-4-((R)-1-(4-chlorophenyl)allyl)-4-methyl-2-phenyloxazol-5(4H)-one 
• 63701-55-3 (R)-(-)-baclofen hydrochloride 
• 290366-79-9 (R)-(-)-3-(4-chloro-phenyl)-4-nitro-butyric acid 
• 1020270-34-1 (R)-3-(4-chlorophenyl)-4-nitrobutyraldehyde 
• 1402406-40-9 (R)-1-chloro-4-(1-nitrobut-3-en-2-yl)benzene 
• 1398398-53-2 (S)-3-(1-(4-chlorophenyl)allyl)furan-2(5H)-one 
• 1374039-12-9 C₁₆H₁₃ClO 
• 1261361-64-1 C₁₅H₁₀Cl₂O 
• 1346241-89-1 C₁₈H₂₉ClSSi 

Relevant articles and documents

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.

Ternary Catalysis Enabled Three-Component Asymmetric Allylic Alkylation as a Concise Track to Chiral α,α-Disubstituted Ketones

Multicomponent reactions that involve interception of onium ylides through Aldol, Mannich, and Michael addition with corresponding bench-stable acceptors have demonstrated broad applications in synthetic chemistry. However, because of the high reactivity and transient survival of these in situ generated intermediates, the substitution-type interception process, especially the asymmetric catalytic version, remains hitherto unknown. Herein, a three-component asymmetric allylation of α-diazo carbonyl compounds with alcohols and allyl carbonates is disclosed by employing a ternary cooperative catalysis of achiral Pd-complex, Rh2(OAc)4, and chiral phosphoric acid CPA. This method represents the first example of three-component asymmetric allylic alkylation through an SN1-type trapping process, which involves a convergent assembly of two active intermediates, Pd-allyl species, and enol derived from onium ylides, providing an expeditious access to chiral α,α-disubstituted ketones in good to high yields with high to excellent enantioselectivity. Combined experimental and computational studies have shed light on the mechanism of this novel three-component reaction, including the critical role of Xantphos ligand and the origin of enantioselectivity.

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.