9

Tandem Rh(I)-Catalyzed [(5+2)+1] Cycloaddition/Aldol Reaction for the Construction of Linear Triquinane Skeleton: Total Syntheses of (±)-Hirsutene and (±)-1-Desoxyhypnophilin.

A tandem reaction involving a Rh(I)-catalyzed two-component [(5+2)+1] cycloaddition and an aldol condensation has been developed to construct the tricyclo[6.3.0.02,6]undecane skeleton and its heteroatom-imbedded analogues. Meanwhile, this method has …

Origin of the Relative Stereoselectivity of the β-Lactam Formation in the Staudinger Reaction.

The relative (cis, trans) stereoselectivity of the β-lactam formation is one of the critical issues in the Staudinger reaction. Although many attempts have been made to explain and to predict the stereochemical outcomes, the origin of the …

A Versatile Method for the Synthesis of 3-Alkoxycarbonyl β-Lactam Derivatives.

Ketene-imine cycloaddition reactions (the Staudinger reaction) of ethoxycarbonyl(phenylthio)ketene with various imines and subsequent desulfurization reactions were employed to synthesize 3-ethoxycarbonyl β-lactam derivatives. The results indicate …

Microwave- and Photoirradiation-Induced Staudinger Reactions of Cyclic Imines and Ketenes Generated from α-Diazoketones. A Further Investigation into the Stereochemical Process.

Reactions of ketenes generated from α-diazoketones with a series of acyclic and cyclic imines were investigated under both microwave and photoirradiation conditions. The results indicate that the zwitterionic azabutadiene-type intermediates yielded …