Titanium-mediated reductive cross-coupling reactions of imines with terminal alkynes: An efficient route for the synthesis of stereodefined allylic amines

A facile Zr-mediated multicomponent approach to arylated allylic alcohols and its application to the synthesis of highly substituted indenes and spiroindenes.

An efficient and one-pot procedure for the synthesis of arylated and stereodefined allylic alcohols has been achieved through zirconium-mediated multicomponent coupling reactions of alkynes, aldehydes (or ketones), and aryl iodides. The subsequent intramolecular Friedel-Crafts reactions of these allylic alcohols catalyzed by Brønsted or Lewis acids afford highly substituted indenes and spiroind...

Umpolung synthesis of branched α-functionalized amines from imines via photocatalytic three-component reductive coupling reactions.

A three component reductive coupling reaction of a (hetero)aromatic amine, a (hetero)aromatic aldehyde and an electron deficient olefin catalysed by eosin Y under green LED light irradiation, for the direct generation of γ-amino acid derivatives, is described. This new umpolung synthesis of amines, which exploits the high nucleophilicity of a putative α-amino radical intermediate, generated via...

Asymmetric catalytic coupling of organoboranes, alkynes, and imines with a removable (trialkylsilyloxy)ethyl group--direct access to enantiomerically pure primary allylic amines.

Hydroamination of Terminal Alkynes by Amines Catalyzed by Copper Heteropoly Salts: A Simple Approach Towards Imine Synthesis

The hydroamination reaction offers a very attractive route for the synthesis of alkylated amines and their derivatives with no byproduct formation. Heterogeneous intermolecular hydroamination reactions of alkynes with aromatic amines using different inexpensive copper salts of hetropolyacid catalysts were investigated. Among heteropoly salts, copper salts of silicotungstic acid showed highest a...

The Development and Synthetic Application of Titanium - Mediated Carbon - Heteroatom Double Bond Hydrosilylation Methodologies

Polymethylhydrosiloxane, when combined with titanium(IV) isopropoxide, provided a convenient system for the conversion of esters to the corresponding primary alcohols in the presence of a wide range of functional groups. Reactions were carried out as mixtures of the neat reaction components; work-up with aqueous alkaline THF afforded primary alcohols in good to excellent yields. The system tole...