142012-03-1

Basic information

• Product Name: (R)-4-[(4-methoxyphenyl)oxy]cyclohex-2-en-1-one
• CAS NO: 142012-03-1
• Molecular Weight: 232.279
• Mol File: 142012-03-1.mol

Chemical Properties

• CAS DataBase Reference: (R)-4-[(4-methoxyphenyl)oxy]cyclohex-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-4-[(4-methoxyphenyl)oxy]cyclohex-2-en-1-one(142012-03-1)
• EPA Substance Registry System: (R)-4-[(4-methoxyphenyl)oxy]cyclohex-2-en-1-one(142012-03-1)

Safety Data

• Hazardous Substances Data: 142012-03-1(Hazardous Substances Data)

Upstream product

• 937184-70-8 2-(4-methoxybenzyloxy)-4-methylquinoline 
• 132746-89-5 (+)-(R)-4-hydroxycyclohex-2-enone 
• 105-13-5 4-Methoxybenzyl alcohol 
• 77300-23-3 cyclohex-(±)-(1R*,4S*)-2-ene-1,4-diyl dibenzoate 

Relevant articles and documents

Asymmetric synthesis of chiral cycloalkenone derivatives via palladium catalysis

The palladium-catalyzed oxidative desymmetrization of meso-dibenzoates yields γ-benzoyloxy cycloalkenones in good yields and with excellent levels of enantioselectivity. These compounds serve as precursors to a broad range of substituted cycloalkenones, including well-established synthetic building blocks and elaborated cycloalkanone derivatives. The ability to prepare both enantiomers of the oxidative desymmetrization products enables a unified strategy toward stereochemically diverse epoxyquinoid natural products.

Development of a β-C-H Bromination Approach toward the Synthesis of Jerantinine e

The development of an asymmetric and highly convergent three-component synthesis of the functionalized ABC ring system of the Aspidosperma alkaloid jerantinine E is reported. The presented synthetic strategy relies on our recently developed method for the one-pot β-C-H bromination of enones, which allows for rapid construction of the tricyclic tetrahydrocarbazolone core via a palladium-catalyzed amination and oxidative indole formation. Moreover, a secondary amine building block that contains all carbon atoms of the D and E ring of the natural product could be installed in three additional steps.