Chiral Frustrated Lewis Pairs Catalyzed Highly Enantioselective Hydrosilylations of 1,2-Dicarbonyl Compounds

A highly enantioselective hydrosilylation of 1,2-dicarbonyl compounds was successfully realized for the first time utilizing the combination of tricyclohexylphosphine and chiral alkenylborane derived <i>in situ</i> from diyne as a frustrated Lewis pair catalyst. A variety of optically active α-hydroxy ketones and esters were obtained in 52–98% yields with 86–99% ee’s

Metal-Free Borane-Catalyzed Highly Stereoselective Hydrogenation of Pyridines

A metal-free direct hydrogenation of pyridines was successfully realized by using homogeneous borane catalysts generated from alkenes and HB­(C₆F₅)₂ via in situ hydroboration. The reaction affords a broad range of piperidines in high yields with excellent cis stereoselectivities

Metal-Free Borane-Catalyzed Highly Stereoselective Hydrogenation of Pyridines

A metal-free direct hydrogenation of pyridines was successfully realized by using homogeneous borane catalysts generated from alkenes and HB­(C₆F₅)₂ via in situ hydroboration. The reaction affords a broad range of piperidines in high yields with excellent cis stereoselectivities

Pd-Catalyzed Asymmetric Allylic Alkylations of 3‑Substituted Indoles Using Chiral P/Olefin Ligands

A palladium-catalyzed asymmetric allylic alkylation of 3-substituted indoles using P/olefin ligands was successfully achieved to afford a variety of indolenines containing a quaternary carbon stereocenter in high yields with up to 87% ee. Significantly, this reaction provides a concise access to a stereoisomer of the natural product Angelicastigmin

A Highly Stereoselective Metal-Free Hydrogenation of Diimines for the Synthesis of <i>Cis</i>-Vicinal Diamines

A highly stereoselective metal-free hydrogenation of vicinal diimines has been successfully realized for the first time using 5–10 mol % of Piers’ borane as a catalyst under mild conditions, and a variety of <i>cis</i>-1,2-diamines were obtained in 92–99% yields. The current work provides a novel and efficient approach for the synthesis of vicinal diamines

Cis-Selective and Highly Enantioselective Hydrogenation of 2,3,4-Trisubstituted Quinolines

A highly enantioselective <i>cis</i>-hydrogenation of 2,3,4-trisubstituted quinolines has been realized for the first time using chiral borane catalysts generated in situ from chiral dienes. A variety of tetrahydroquinoline derivatives containing three contiguous stereogenic centers were obtained in 76–99% yields with 82–99% ee’s

A Highly Enantioselective Hydrogenation of Silyl Enol Ethers Catalyzed by Chiral Frustrated Lewis Pairs

Using a simple combination of tri-<i>tert</i>-butylphosphine and chiral borane generated <i>in situ</i> by the hydroboration of chiral diene with HB­(C₆F₅)₂ as a frustrated Lewis pair catalyst, a highly enantioselective metal-free hydrogenation of silyl enol ethers was successfully realized to furnish a variety of optically active secondary alcohols in 93–99% yields with 88->99% ee’s

Chiral Dienes as “Ligands” for Borane-Catalyzed Metal-Free Asymmetric Hydrogenation of Imines

This paper describes a highly enantioselective metal-free hydrogenation of imines using chiral dienes as “ligands” for the generation of catalysts with HB­(C₆F₅)₂ by hydroboration <i>in situ</i> to furnish a variety of chiral amines with up to 89% ee, which provides a practical strategy for the development of novel chiral frustrated Lewis pairs for asymmetric hydrogenation

A Highly Stereoselective Metal-Free Hydrogenation of Diimines for the Synthesis of <i>Cis</i>-Vicinal Diamines

A highly stereoselective metal-free hydrogenation of vicinal diimines has been successfully realized for the first time using 5–10 mol % of Piers’ borane as a catalyst under mild conditions, and a variety of <i>cis</i>-1,2-diamines were obtained in 92–99% yields. The current work provides a novel and efficient approach for the synthesis of vicinal diamines

Metal-Free Borane-Catalyzed Highly Stereoselective Hydrogenation of Pyridines

A metal-free direct hydrogenation of pyridines was successfully realized by using homogeneous borane catalysts generated from alkenes and HB­(C₆F₅)₂ via in situ hydroboration. The reaction affords a broad range of piperidines in high yields with excellent cis stereoselectivities