253783-05-0

Basic information

• Product Name: Pyridine, 2-[(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-en-2-yl]-
• CAS NO: 253783-05-0
• Molecular Formula: C15H19N
• Molecular Weight: 213.323
• Mol File: 253783-05-0.mol

Chemical Properties

• CAS DataBase Reference: Pyridine, 2-[(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-en-2-yl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 2-[(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-en-2-yl]-(253783-05-0)
• EPA Substance Registry System: Pyridine, 2-[(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-en-2-yl]-(253783-05-0)

Safety Data

• Hazardous Substances Data: 253783-05-0(Hazardous Substances Data)

Upstream product

• 108450-08-4 (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-en-2-yl trifluoromethanesulfonate 
• 109-04-6 2-bromo-pyridine 
• 464-49-3 (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one 
• 100993-02-0 (1R,2R,4R)-2-exo-hydroxy-2-endo-(pyridin-2-yl)-1,7,7-trimethylbicyclo[2.2.1]heptane 

Downstream Products

• 610300-82-8 2-[(1S,2S,3R,4S)-3-(diphenylphosphoryl)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]pyridine 
• 610300-75-9 2-[(1S,2S,3R,4S)-3-(dicyclohexylphosphino)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]pyridine 
• 610300-73-7 2-[(1S,2S,3R,4S)-3-(diphenylphosphino)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]pyridine 
• 610300-88-4 2-[(1S,2S,3R,4S)-3-(dicyclohexylphosphoryl)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]pyridine 

Relevant articles and documents

New P, N ligands for asymmetric Ir-catalyzed reactions

Chiral Ir complexes such as 1 catalyze the hydrogenation of (E)-1, 2-diphenylpropene at 1 bar of H2 to give (5)-1, 2-diphenylpropane with up to 95% ee and full conversion (see scheme). Methyl (Z)-α -(acetamido)cinnamate underwent enantioselective hydrogenation under similar conditions to the corresponding amino acid derivative with up to 96% ee. BARF = tetrakis(3,5-bis(trifluoromethyl)phenyl)borate, cod = 1, 5-cyclooctadiene.

Chiral ligands and their transition metal complexes

The present invention relates to chiral phosphorus compounds and their transition metal complexes, and also to the use of these transition metal complexes, especially in asymmetric syntheses.

t-BuOK-mediated hydrophosphination of functionalized alkenes: A novel synthesis of chiral P,N- and P,P-ligands

A novel synthesis of effective chiral P,N- and P,P-ligands has been developed by using a t-BuOK-mediated hydrophosphination of chiral alkenylpyridines and alkenylphosphine oxides. Ir complexes of chiral P,N-ligands 1 and 3 gave high enantioselectivities for the hydrogenation of (Z)-α-(acetamido)cinnamate 25 and (E)-1,2-diphenylpropene leading to the hydrogenated products with up to 97% ee.

CHIRAL LIGANDS AND THEIR TRANSITION METAL COMPLEXES

The invention relates to chiral phosphorus compounds and their transition metal complexes, in addition to the use of said transition metal complexes, in particular in asymmetric syntheses.

New Applications of Camphor-Derived P,N-Ligands for Asymmetric Pd- and Ir-Catalyzed Reactions

Ir-catalyzed asymmetric hydroboration of bicyclic hydrazine 4 in the presence of chiral ligand 1a, leads to bicyclic alcohol 5 after oxidative workup in good yield (76%) and moderate enantioselectivity (71% ee).

Enantiomerically pure pyridine and 2,2'-bipyridine thioethers: New N-S chiral ligands for asymmetric catalysis. Palladium-catalyzed allylic alkylation

Diastereomeric pure pyridine and 2,2'-bipyridine thioethers, derived from (+)-camphor, were prepared and assessed in the enantioselective palladium-catalyzed allylic substitution of 1,3-diphenylprop-2-enyl acetate with dimethyl malonate. Enantioselectivit