Mechanism of thermal decomposition of n-butyl(tri-n-butylphosphine) copper(I)
01 Mar 1970-Journal of the American Chemical Society (American Chemical Society)-Vol. 92, Iss: 5, pp 1426-1427
About: This article is published in Journal of the American Chemical Society.The article was published on 1970-03-01. It has received 102 citations till now. The article focuses on the topics: Thermal decomposition.
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TL;DR: A mild and general copper-catalyzed hydroamination that effectively converts unactivated internal olefins—an important yet unexploited class of abundant feedstock chemicals—into highly enantioenriched α-branched amines featuring two minimally differentiated aliphatic substituents is described.
Abstract: Catalytic assembly of enantiopure aliphatic amines from abundant and readily available precursors has long been recognized as a paramount challenge in synthetic chemistry. Here, we describe a mild and general copper-catalyzed hydroamination that effectively converts unactivated internal olefins—an important yet unexploited class of abundant feedstock chemicals—into highly enantioenriched α-branched amines (≥96% enantiomeric excess) featuring two minimally differentiated aliphatic substituents. This method provides a powerful means to access a broad range of advanced, highly functionalized enantioenriched amines of interest in pharmaceutical research and other areas.
263 citations
TL;DR: CuH is an extremely reactive catalyst capable of effecting asymmetric hydrosilylations of aromatic ketones at temperatures between -50 and -78 degrees C and inexpensive silanes serve as stoichiometric sources of hydride.
Abstract: When complexed by selected ligands in either the BIPHEP or the SEGPHOS series, CuH is an extremely reactive catalyst capable of effecting asymmetric hydrosilylations of aromatic ketones at temperatures between −50 and −78 °C. Inexpensive silanes serve as stoichiometric sources of hydride. Substrate-to-ligand ratios exceeding 100,000:1 have been documented. The level of induction is usually in the >90% ee category. The nature of the reagent has been investigated using spectroscopic and chemical means, although its composition remains unclear.
255 citations
237 citations