A review on enzymatic synthesis of aromatic esters …

01/10/2009 · Lipase catalyzed synthesis of aromatic esters of sugar alcohols

Week 11: “Synthesis of Aromatic Esters” « OChemOnline

AB - We report here the ruthenium-catalyzed selective monoarylation of aromatic ketones bearing two ortho carbon-heteroatom (O or N) bonds. Under the newly developed catalyst system consisting of RuHCl(CO)(PiPr3)2, CsF, and styrene, the C-O arylation of 2′,6′-dimethoxyacetophenone with a phenylboronate gave the C-O monoarylation product selectively. The selective C-O monoarylation was applicable to a variety of arylboronates and aromatic ketones and proceeds with high regio- and chemoselectivities. A formal synthesis of altertenuol was also achieved using the C-O monoarylation of an aromatic ester as a key step.

OChemOnline / Synthesis of Aromatic Esters

N2 - We report here the ruthenium-catalyzed selective monoarylation of aromatic ketones bearing two ortho carbon-heteroatom (O or N) bonds. Under the newly developed catalyst system consisting of RuHCl(CO)(PiPr3)2, CsF, and styrene, the C-O arylation of 2′,6′-dimethoxyacetophenone with a phenylboronate gave the C-O monoarylation product selectively. The selective C-O monoarylation was applicable to a variety of arylboronates and aromatic ketones and proceeds with high regio- and chemoselectivities. A formal synthesis of altertenuol was also achieved using the C-O monoarylation of an aromatic ester as a key step.

We report here the ruthenium-catalyzed selective monoarylation of aromatic ketones bearing two ortho carbon-heteroatom (O or N) bonds. Under the newly developed catalyst system consisting of RuHCl(CO)(PiPr3)2, CsF, and styrene, the C-O arylation of 2′,6′-dimethoxyacetophenone with a phenylboronate gave the C-O monoarylation product selectively. The selective C-O monoarylation was applicable to a variety of arylboronates and aromatic ketones and proceeds with high regio- and chemoselectivities. A formal synthesis of altertenuol was also achieved using the C-O monoarylation of an aromatic ester as a key step.