1007106-16-2Relevant academic research and scientific papers
A shift in retrosynthetic paradigm
Marek, Ilan
scheme or table, p. 7460 - 7468 (2009/09/05)
The current state-of-the-art synthesis for the formation of enantiomerically enriched all-carbon quaternary Stereocenters in acyclic system relies on the formation of a single carbon-carbon bond per chemical step by asymmetric catalysis. These extraordina
Diastereodivergent synthesis of enantiomerically pure homoallylic amine derivatives containing quaternary carbon stereocenters
Kolodney, Goren,Sklute, Genia,Perrone, Sylvie,Knochel, Paul,Marek, Ilan
, p. 9291 - 9294 (2008/12/22)
Freedom of choice: Both enantiomers of free homoallylic amines with two stereogenic centers (including a quaternary center) can be prepared at will from vinyl copper intermediates derived from either a vinyl iodide or an alkyne (see examples; the sulfinyl group is cleaved readily under mild acidic conditions). In this one-pot strategy, zinc homologation of the vinyl copper species is followed by treatment with a sulfinylimine derivative. (Chemical Equation Presented)
