Catalytic Enantioselective Vinylogous Mukaiyama–Michael Addition of 2‑Silyloxyfurans to Cyclic Unsaturated Oxo Esters

The copper-catalyzed asymmetric addition of 2-silyloxyfurans to cyclic unsaturated oxo esters is reported. The reaction proceeds with excellent diastereocontrol (usually dr 99:1) and modest to high enantioselectivity, depending on the nature of the ester group and the substitution of the cyclic oxo ester. We have shown that these substrates can be transformed into a variety of building blocks bearing a γ-butenolide or γ-lactone connected to a cycloalkane or cycoalkene moiety

Catalytic Enantioselective Vinylogous Mukaiyama–Michael Addition of 2‑Silyloxyfurans to Cyclic Unsaturated Oxo Esters

The copper-catalyzed asymmetric addition of 2-silyloxyfurans to cyclic unsaturated oxo esters is reported. The reaction proceeds with excellent diastereocontrol (usually dr 99:1) and modest to high enantioselectivity, depending on the nature of the ester group and the substitution of the cyclic oxo ester. We have shown that these substrates can be transformed into a variety of building blocks bearing a γ-butenolide or γ-lactone connected to a cycloalkane or cycoalkene moiety

Catalytic Enantioselective Vinylogous Mukaiyama–Michael Addition of 2‑Silyloxyfurans to Cyclic Unsaturated Oxo Esters

The copper-catalyzed asymmetric addition of 2-silyloxyfurans to cyclic unsaturated oxo esters is reported. The reaction proceeds with excellent diastereocontrol (usually dr 99:1) and modest to high enantioselectivity, depending on the nature of the ester group and the substitution of the cyclic oxo ester. We have shown that these substrates can be transformed into a variety of building blocks bearing a γ-butenolide or γ-lactone connected to a cycloalkane or cycoalkene moiety

Catalytic Enantioselective Vinylogous Mukaiyama–Michael Addition of 2‑Silyloxyfurans to Cyclic Unsaturated Oxo Esters

The copper-catalyzed asymmetric addition of 2-silyloxyfurans to cyclic unsaturated oxo esters is reported. The reaction proceeds with excellent diastereocontrol (usually dr 99:1) and modest to high enantioselectivity, depending on the nature of the ester group and the substitution of the cyclic oxo ester. We have shown that these substrates can be transformed into a variety of building blocks bearing a γ-butenolide or γ-lactone connected to a cycloalkane or cycoalkene moiety

Catalytic Enantioselective Vinylogous Mukaiyama–Michael Addition of 2‑Silyloxyfurans to Cyclic Unsaturated Oxo Esters

The copper-catalyzed asymmetric addition of 2-silyloxyfurans to cyclic unsaturated oxo esters is reported. The reaction proceeds with excellent diastereocontrol (usually dr 99:1) and modest to high enantioselectivity, depending on the nature of the ester group and the substitution of the cyclic oxo ester. We have shown that these substrates can be transformed into a variety of building blocks bearing a γ-butenolide or γ-lactone connected to a cycloalkane or cycoalkene moiety

Rhodium(III)-Catalyzed Synthesis of Spiropiperidine Derivatives via C–H Activation

Spiropiperidine derivatives, an important class of bioactive molecules, were synthesized under mild conditions by rhodium­(III)-catalyzed intramolecular ArC–H activation. This reaction provides a novel route to highly substituted tricyclic spiropiperidines in good to excellent yields. Under acidic conditions the resulting enamines reacted with pendant amides to afford spiropiperidines derivatives possessing an original tetracyclic structure

Rhodium(III)-Catalyzed Synthesis of Spiropiperidine Derivatives via C–H Activation

Spiropiperidine derivatives, an important class of bioactive molecules, were synthesized under mild conditions by rhodium­(III)-catalyzed intramolecular ArC–H activation. This reaction provides a novel route to highly substituted tricyclic spiropiperidines in good to excellent yields. Under acidic conditions the resulting enamines reacted with pendant amides to afford spiropiperidines derivatives possessing an original tetracyclic structure

Bacterial strains and plasmids used in this study.

<p>Bacterial strains and plasmids used in this study.</p

Synthesis of the 4 diastereoisomers of QSI-1248.

<p>Synthesis of the 4 diastereoisomers of QSI-1248.</p

Structures of the QSIs identified in the chemical library.

<p>Structures of the QSIs identified in the chemical library.</p