6533b85afe1ef96bd12b8a3a

RESEARCH PRODUCT

ChemInform Abstract: Synthesis of Fluorinated Allylic Amines: Reaction of 2-(Trimethylsilyl)ethyl Sulfones and Sulfoxides with Fluorinated Imines.

Ana C. CuñatJuan F. Sanz-cerveraCarlos Del PozoSantos FusteroSonia FloresJorge BuenoDiego Jimenez

subject

chemistry.chemical_compoundAllylic rearrangementTrimethylsilylchemistryFragmentation (mass spectrometry)Organic chemistrySingle stepGeneral Medicine

description

A new synthesis of fluorinated allylamines through the reaction of 2-(trimethylsilyl)ethyl sulfones and sulfoxides (as vinyl anion equivalents) with imines and imino esters has been described. The process includes a TBAF-mediated fragmentation of 2-(trimethylsilyl)ethyl sulfones to afford the desired allylic amines. When the reaction is performed with the corresponding sulfoxides, the fragmentation takes place under the addition conditions, affording the final products in a single step.

https://doi.org/10.1002/chin.200807048