Abstract We report an enantioselective cobalt‐catalyzed hydrosilylation/cyclization reaction of 1,6‐enynes with secondary and tertiary hydrosilanes employing a catalyst generated in situ from the combination Co(acac) 2 ( R , S p )‐Josiphos. A wide range oxygen‐, nitrogen‐, carbon‐tethered reacted Ph SiH (EtO) 3 SiH, or (RO) MeSiH to afford corresponding chiral organosilane products high yields up >99 % ee . This also occurred prochiral hydrosilane PhMeSiH yield alkylsilanes containing...

A nickel-catalyzed protocol for the cycloisomerization of 1,6-dienes has been developed. Using commercially available NiBr₂ and PPh₃ as catalysts, Zn a reductant, ZnI₂ an additive, methodology efficiently converts various into pyrrolidine derivatives with excellent yields high selectivity

A reagent-controlled enantioselectivity switch was uncovered in the asymmetric α-fluorination of β-ketocarbonyls by a chiral primary amine catalyst. By simple swap fluorination reagents, both enantiomers quaternary adducts could be obtained with good yields and high enantioselectivity. Mechanistic studies disclosed dual H-bonding electrostatic stereocontrolling modes for catalysis.

Abstract Enantioselective cobalt‐catalyzed one‐pot hydrosilylation and hydroboration of terminal alkynes has been developed employing a cobalt catalyst generated from Co(acac) 2 ( R , )‐Me‐Ferrocelane. A variety undergo this asymmetric transformation, affording the corresponding gem ‐(borylsilyl)alkane products with high enantioselectivity (up to 98 % ee ). This reaction combines E )‐selective consecutive enantioselective )‐vinylsilanes one chiral catalyst. protocol represents most...

The realm of application organometallic catalysis to organic synthesis has witnessed a transformative shift in recent years, owing much the evolution ate complexes from mere reagents versatile catalysts. Ate complexes, formed through coordination neutral Lewis acid with an anionic base, have emerged as pivotal intermediates that not only facilitate transformations but also serve efficient catalysts wide range chemical reactions. This review presents fascinating journey highlighting their...

N,O-acetals (NOAcs) were developed as bench stable surrogates for N-carbamoyl, (Boc, Cbz and Fmoc) formaldehyde glyoxylate imines in asymmetric Mannich reactions. The NOAcs can be directly utilized the chiral primary amine catalyzed reactions of both acyclic cyclic β-ketocarbonyls with high yields excellent stereoselectivity. current reaction offers a straightforward approach synthesis α- or β-amino carbonyls bearing quaternary centers practical highly stereocontrolled manner.

A highly selective cycloisomerization of 1,6-dienes by FeCl3 catalysis has been developed. Both symmetric and unsymmetric dienes could undergo this through a carbocation pathway activated Lewis acid FeCl3....

A highly regio- and stereoselective hydrochlorination/cyclization of enynes has been reported by FeCl3 catalysis. variety undergo this cyclization transformation with acetic chloride as the chlorine source H2O providing protons via a cationic pathway. This protocol provides cheap, simple, stereospecific, effective to afford heterocyclic alkenyl compounds Z isomers high yields (≤98%) regioselectivity.

An electrochemical approach with iodoarene as a mediator using recyclable ionic liquids to achieve dibromonative cyclization of 1,n-enynes has been reported. With bromine sources, in situ generation iodine(III) compounds through oxidation cyclization, variety heterocyclic frameworks containing both vinyl and alkyl bromide groups had obtained high yields good selectivity.

Open AccessCCS ChemistryCOMMUNICATION1 Oct 2019Copper-Catalyzed Asymmetric Formal Hydroaminomethylation of Alkenes with N,O-Acetals to Access Chiral β-Stereogenic Amines: Dual Functions the Copper Catalyst Yang'en You, Quyet Van Pham and Shaozhong Ge You , *Corresponding author: E-mail Address: [email protected] https://doi.org/10.31635/ccschem.019.20190053 SectionsSupplemental MaterialAboutAbstractPDF ToolsAdd favoritesTrack Citations ShareFacebookTwitterLinked InEmail amines are...

Asymmetric fluorination of α-branched aldehydes catalyzed by chiral primary amines under mild conditions has been developed. Both enantiomers could be obtained with good yields (up to 96%) and a high enantioselectivity 90% ee) simple swap the reagents.

A simple chiral primary amine catalyst was identified to enable effective catalysis in direct α-sulfenylation of acyclic and cyclic β-ketocarbonyls with good yields excellent enantioselectivities.

A highly efficient catalytic asymmetric Mannich type reaction of CF3-, CF2H-, or CCl3-acetaldimine precursors by a chiral primary amine is presented. This protocol provides facile access to trichloroethyl amines in excellent yields and high enantioselectivity (up 99% yield, up >99% ee).

A highly effective and selective FeBr 3 -promoted deuterium bromination/cyclization of 1, n -enynes has been developed, affording heterocyclic alkenyl brominative compounds with good results.

A highly ortho-selective CAr–H olefination of tertiary anilines without a directing group was developed. This reaction tolerated various substituted arenes and olefin coupling partners, affording ortho-olefination products in moderate to good yields. Preliminary mechanistic studies showed that N-Ac-d-Ala, Ag2CO3, BQ were the key factors for tuning regioselectivity from para ortho. Density functional theory used achieve theoretical understanding ortho selectivity.

A ligand-controlled method for the selective synthesis of indoles and benzofurans from secondary anilines has been discovered. six-ring palladacycle intermediate may be involved in this process by olefins as a transient directing mediator to give indoles. The indole/benzofuran ratio can easily tuned MPAA ligand. Various substituted were well-tolerated, affording corresponding products moderate good yields. Indole-derived drugs such JWH-081, BB-22, ML-098 could obtained using our new achieve...

A one-pot metal-free protocol to access indazoles from easily available 2-aminophenones and hydroxylamine derivatives has been achieved. The reaction is operationally simple, mild, insensitive air moisture. broad range of were prepared in good excellent yield (up 97% yield), the displayed a functional group tolerance. was performed at gram scale, its synthetic application exhibited through rapid efficient preparation bioactive molecule YC-3 FDA-approved drug axitinib.

Abstract We report an enantioselective cobalt‐catalyzed hydrosilylation/cyclization reaction of 1,6‐enynes with secondary and tertiary hydrosilanes employing a catalyst generated in situ from the combination Co(acac) 2 ( R , S p )‐Josiphos. A wide range oxygen‐, nitrogen‐, carbon‐tethered reacted Ph SiH (EtO) 3 SiH, or (RO) MeSiH to afford corresponding chiral organosilane products high yields up >99 % ee . This also occurred prochiral hydrosilane PhMeSiH yield alkylsilanes containing...

A palladium-catalyzed asymmetric α-arylation of N -carbamoyl imines precursors containing CCl 3 , CF and 2 H has been developed, affording a series chiral α-aryl amines bearing various functional groups, with good results (up to 99% ee).

An electrochemical approach for the indirect oxidative generation of hypervalent iodoarene as a reaction catalyst has been reported. The proceeds first from active Cl species by electro-oxidation, followed transfer to generate ArICl

Abstract N,O‐acetals (NOAcs) were developed as bench stable surrogates for N‐carbamoyl, (Boc, Cbz and Fmoc) formaldehyde glyoxylate imines in asymmetric Mannich reactions. The NOAcs can be directly utilized the chiral primary amine catalyzed reactions of both acyclic cyclic β‐ketocarbonyls with high yields excellent stereoselectivity. current reaction offers a straightforward approach synthesis α‐ or β‐amino carbonyls bearing quaternary centers practical highly stereocontrolled manner.

A Cs

Abstract Enantioselective cobalt‐catalyzed one‐pot hydrosilylation and hydroboration of terminal alkynes has been developed employing a cobalt catalyst generated from Co(acac) 2 ( R , )‐Me‐Ferrocelane. A variety undergo this asymmetric transformation, affording the corresponding gem ‐(borylsilyl)alkane products with high enantioselectivity (up to 98 % ee ). This reaction combines E )‐selective consecutive enantioselective )‐vinylsilanes one chiral catalyst. protocol represents most...