Homologation chemistry with nucleophilic α-substituted organometallic reagents: chemocontrol, new concepts and (solved) challenges

Chemical Communications : Chem Comm
Laura CastoldiVittorio Pace

Abstract

The transfer of a reactive nucleophilic CH2X unit into a preformed bond enables the introduction of a fragment featuring the exact and desired degree of functionalization through a single synthetic operation. The instability of metallated α-organometallic species often poses serious questions regarding the practicability of using this conceptually intuitive and simple approach for forming C-C or C-heteroatom bonds. A deep understanding of processes regulating the formation of these nucleophiles is a precious source of inspiration not only for successfully applying theoretically feasible transformations (i.e. determining how to employ a given reagent), but also for designing new reactions which ultimately lead to the introduction of molecular complexity via short experimental sequences.

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Citations

Oct 27, 2018·Organic & Biomolecular Chemistry·Karen de la Vega-HernándezVittorio Pace
Sep 10, 2019·Chemistry : a European Journal·Marco ColellaRenzo Luisi
Apr 17, 2020·Chemical Communications : Chem Comm·Aina UrbinaMercedes Amat
Jul 10, 2018·Monatshefte für chemie·Serena MonticelliVittorio Pace
Feb 13, 2021·International Journal of Molecular Sciences·Andrea CitarellaNicola Micale

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