InBr3-catalyzed reduction of ketones with a hydrosilane: deoxygenation of aromatic ketones and selective synthesis of secondary alcohols and symmetrical ethers from aliphatic ketones
An InBr3–Et3SiH reducing system was developed to selectively convert aliphatic ketones to a variety of secondary alcohols in moderate to good yields. An initial mixing of InBr3 and PhSiH3 was followed by the addition of aliphatic ketones and a solvent to afford the symmetrical ether derivatives.
An indium(III) bromide-triethylsilane reagent system promotes direct reduction of esters to produce the corresponding unsymmetrical ethers. This simple catalytic system accommodated other carbonyl compounds, such as a tertiary amide and a carboxylic acid.
Verwendung von 2,4'-Dimethyl-propiophenon als Riechstoff
申请人:Symrise GmbH & Co. KG
公开号:EP2072083A1
公开(公告)日:2009-06-24
Beschrieben wird die Verwendung von 2,4'-Dimethyl-propiophenon als Riechstoff, vorzugsweise als Riechstoff zum Vermitteln, Modifizieren und/oder Verstärken einer, zwei, drei oder sämtlicher der Geruchsnoten blumig, rosig, rosenoxidartig und herbalartig, vorzugsweise beider der Geruchsnoten rosenoxidartig und herbalartig.
Beansprucht werden auch Zusammensetzungen enthaltend 2,4-Dimethylpropiophenon.
An Efficient One-Pot Synthesis of Unsymmetrical Ethers: A Directly Reductive Deoxygenation of Esters Using an InBr<sub>3</sub>/Et<sub>3</sub>SiH Catalytic System
作者:Norio Sakai、Toshimitsu Moriya、Takeo Konakahara
DOI:10.1021/jo070814z
日期:2007.7.1
This study describes a novel one-pot procedure for a directly reductive conversion of the carbonyl function of esters to the corresponding ethers by Et3SiH in the presence of a catalytic amount of InBr3.