Stereoselective Olefination Reactions Promoted by Rieke Manganese
作者:José Concellón、Humberto Rodríguez-Solla、Vicente del Amo、Pamela Díaz
DOI:10.1055/s-0029-1216880
日期:2009.8
applied to develop a novel and direct synthesis of (E)-α,β-unsaturated esters or amides and (Z)-α,β-unsaturated α-halo esters and α-choroamides through a Mn*-mediated sequential olefination protocol of aldehydes with dichloro esters or amides and trihalo esters or trichloroamides, respectively. manganese - elimination reactions - stereoselectivity - α,β-unsaturated esters - α,β-unsaturated amides - metalation
Corn is protected from S-alkyl thiocarbamate herbicides, while obtaining good control of unwanted plant species by applying to the soil in the vicinity of corn seed an effective but non-phytotoxic amount of an N,N-diisopropyl, N-benzyl-N-methyl, N-benzyl-N-ethyl, N-(p-methoxybenzyl), N-methyl-N-phenethyl or N,N-diethyl amide of dichloroacetic, dibromoacetic or tribromoacetic acids.
Direct conversion of N-ethylamines into functionalised amides by S2Cl2
作者:Lidia S. Konstantinova、Oleg A. Rakitin、Charles W. Rees
DOI:10.1070/mc2001v011n05abeh001504
日期:2001.1
Sequential Reactions Promoted by Manganese: Completely Stereoselective Synthesis of (<i>E</i>)-α,β-Unsaturated Amides, Ketones, Aldehydes, and Carboxylic Acids
作者:José M. Concellón、Humberto Rodríguez-Solla、Pamela Díaz
DOI:10.1021/jo701417z
日期:2007.10.1
A complete E-selective synthesis of a,alpha,beta-unsaturated amides through a sequential reaction of a range of dichloroamides with a variety of aldehydes promoted by Rieke manganese (Mn*) is reported. A mechanism based on a sequential aldol-type reaction and a completely stereoselective beta-elimination is proposed to explain these results. The unsaturated amides obtained are readily and efficiently transformed into alpha,beta-unsaturated ketones, aldehydes, or carboxylic acids without loss of the diastereoisomeric purity of the C-C double bond.