24393-61-1Relevant articles and documents
Versatile reagents: ferrocenyl azolium compounds as auxiliary ligands for the Heck reaction and potential antifungal agents
Dallas, Andrea,Kuhtz, Henry,Farrell, Alan,Quilty, Brid,Nolan, Kieran
, p. 1017 - 1021 (2007)
We report the synthesis, catalytic, and biological properties of new bridged and cyclic ferrocenyl azolium compounds.
Electrochemical Generation of a Nonstabilized Azomethine Ylide: Access to Substituted N-Heterocycles
Kumar, Rakesh,Banerjee, Prabal
, p. 16104 - 16113 (2021/11/18)
Azomethine ylides are fascinating 1,3-dipoles for [3 + 2] cycloaddition reactions toward the construction ofN-heterocycles. Herein, an efficient and environmentally benign electrochemical approach for the generation of a nonstabilized azomethine ylide has been established under metal-free and external oxidant-free conditions. The resulting 1,3-dipole undergoes a [3 + 2] cycloaddition reaction with olefins. This electrosynthetic methodology indulges a straightforward and facile approach for the construction of substituted pyrrolidines.
Stereodivergent Nucleophilic Additions to Racemic β-Oxo Acid Derivatives: Fast Addition Outcompetes Stereoconvergence in the Archetypal Configurationally Unstable Electrophile
De Jesús Cruz, Pedro,Crawford, Evan T.,Liu, Shubin,Johnson, Jeffrey S.
supporting information, p. 16264 - 16273 (2021/10/21)
Additions of carbon nucleophiles to racemic α-stereogenic β-oxo acid derivatives that deliver enantiomerically enriched tertiary alcohols are valuable, but uncommon. This article describes stereodivergent Cu-catalyzed borylative cyclizations of racemic β-oxo acid derivatives bearing tethered pro-nucleophilic olefins to deliver highly functionalized cyclopentanols containing four contiguous stereogenic centers. The reported protocol is applicable to a range of β-oxo acid derivatives, and the diastereomeric products are readily isolable by typical chromatographic techniques. α-Stereogenic-β-keto esters are typically thought to have extreme or spontaneous configurational fragility, but mechanistic studies for this system reveal an unusual scenario wherein productive catalysis occurs on the same time scale as background substrate racemization and completely outcompetes on-cycle epimerization, even under the basic conditions of the reaction.
