215120-21-1

Basic information

• Product Name: C₁₄H₁₆O₄
• CAS NO: 215120-21-1
• Molecular Weight: 248.279
• Mol File: 215120-21-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₄H₁₆O₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₄H₁₆O₄(215120-21-1)
• EPA Substance Registry System: C₁₄H₁₆O₄(215120-21-1)

Safety Data

• Hazardous Substances Data: 215120-21-1(Hazardous Substances Data)

Upstream product

• 674-82-8 4-methyleneoxetan-2-one 
• 1504-61-6 2-methoxycinnamyl alcohol 

Relevant articles and documents

Enantioselective CpRu-catalyzed carroll rearrangement - Ligand and metal source importance

The addition of unstabilized carbonyl nucleophiles to unsymmetrical allyl-metal fragments still represents a challenge to generate stereogenic centers enantio- and regioselectively. In this context, the decarboxylative Carroll rearrangement of allyl β-keto esters is particularly interesting, since chiral γ,δ-unsaturated ketones are obtained. Herein, we show that CpRu half-sandwich complexes can, with selected enantio-pure pyridine-monooxazoline ligands, catalyze this transformation and afford complete conversions along with good levels of regioselectivity and enantioselectivity. Even more challenging (electron-poor) substrates react (up to 86% ee, branched/linear ratio ≥ 97:03). In addition, the use of an air-stable metal precursor, namely [CpRu(η6-naphthalene)][PF6], allows the reaction to be carried out reproducibly even in non-anhydrous THF with a catalyst loading as low as 2 mol-%. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.