1222181-25-0

Basic information

• Product Name: m-methylphenylallyl methyl carbonate
• Synonyms: m-methylphenylallyl methyl carbonate
• CAS NO: 1222181-25-0
• Molecular Weight: 206.241
• Mol File: 1222181-25-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: m-methylphenylallyl methyl carbonate(CAS DataBase Reference)
• NIST Chemistry Reference: m-methylphenylallyl methyl carbonate(1222181-25-0)
• EPA Substance Registry System: m-methylphenylallyl methyl carbonate(1222181-25-0)

Safety Data

• Hazardous Substances Data: 1222181-25-0(Hazardous Substances Data)

Upstream product

• 93614-80-3 3-(3-methylphenyl)prop-2-en-1-al 
• 620-23-5 m-tolyl aldehyde 
• 73244-32-3 3-(3-methylphenyl)-2-propen-1-ol 
• 79-22-1 methyl chloroformate 

Relevant articles and documents

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 Propenylation Reactions for the Synthesis of 4-Pyridone Derivatives

Herein we report an iridium-catalyzed propenylation reaction of allylic carbonates with 4-hydroxypyridine derivatives. The process efficiently provides 4-pyridone derivatives with high stereoselectivities under mild conditions. The products could constitute valuable building blocks for the synthesis of natural products and other bioactive molecules. Preliminary mechanistic studies indicated that a tandem allylic substitution/isomerization reaction occurs to afford the propenylation products. (Figure presented.).