34413-89-3

Basic information

• Product Name: Bicyclo[3.1.1]heptan-2-one, 6,6-dimethyl-3-methylene-, (1R,5R)-
• CAS NO: 34413-89-3
• Molecular Formula: C10H14O
• Molecular Weight: 150.221
• Mol File: 34413-89-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Bicyclo[3.1.1]heptan-2-one, 6,6-dimethyl-3-methylene-, (1R,5R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[3.1.1]heptan-2-one, 6,6-dimethyl-3-methylene-, (1R,5R)-(34413-89-3)
• EPA Substance Registry System: Bicyclo[3.1.1]heptan-2-one, 6,6-dimethyl-3-methylene-, (1R,5R)-(34413-89-3)

Safety Data

• Hazardous Substances Data: 34413-89-3(Hazardous Substances Data)

Upstream product

• 2494-10-2 1-piperidinomethanol 
• 38651-65-9 (1R,5S)-(+)-nopinone 
• 50-00-0 formaldehyd 

Downstream Products

• 21725-96-2 6,6-dimethyl-3'-phenyl-4'H-spiro[bicyclo[3.1.1.]heptane-3,5'-isoxazol]-2-one 
• 349472-86-2 (1R,9R)-4-(2-Fluoro-phenyl)-10,10-dimethyl-3-aza-tricyclo[7.1.1.0^2,7]undeca-2⁽⁷⁾,3,5-triene 
• 388066-93-1 (6R,8R)-7,7-dimethyl-2-[1-(phenylmethoxy)ethyl]-5,6,7,8-tetrahydro-6,8-methanoquinoline 
• 457926-47-5 (4RS,5R,7R)-4-benzyloxy-5,7-methano-6,6-dimethyl-1,2,3,4,5,6,7,8-octahydroacridine 
• 157059-20-6 methylene bis(3,3'-(6,6-dimethylbicyclo(3.1.1)heptan-2-one)) 
• 409319-28-4 (6R,8R)-(+)-5,6,7,8-tetrahydro-7,7-dimethyl-2-(2-methoxyphenyl)-6,8-methanoquinoline 
• 1335146-10-5 4-{4-[(1R,5R)-2-(4-Chloro-phenyl)-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-3-ylmethyl]-piperazin-1-yl}-benzoic acid ethyl ester 
• 1335146-09-2 4-{4-[(1R,5R)-2-(4-Chloro-phenyl)-2-hydroxy-6,6-dimethyl-bicyclo[3.1.1]hept-3-ylmethyl]-piperazin-1-yl}-benzoic acid ethyl ester 

Relevant articles and documents

Platinum(II) compounds with enantiomerically pure bis(pinene)-fused bipyridine ligands - Diimine-dichloro complexes and their substitution reactions

The synthesis of chiral square-planar PtII complexes using symmetrical and unsymmetrical bis(pinene)-fused 2,2′-bipyridine is described. The neutral diimine dichloro complexes show a strong deviation of the coordination sphere from planarity if the pinene groups are attached at the 5-and 6-positions of the pyridine rings. However, this distortion does not occur in parallel with the chiral configuration at the diimine ligands. The substitution of the two cis-chloro ligands with diamines to form five-membered chelate rings shows little diastereoselectivity when racemic mixtures of chiral diamines are used. Also, ligands that are prochiral at the ligating centers show little selectivity upon coordination.

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Modular pyridine-type P,N-ligands derived from monoterpenes: Application in asymmetric Heck addition

Novel (diphenylphosphinophenyl)pyridine ligands (+)-8, (+)-15, (-)-21, and (-)-26 were synthesized from (-)-β-pinene, (+)-3-carene, (+)-2-carene, and (-)-α-pinene, respectively, via Kro?hnke annulation as the key step, and shown to effect ≤88% ee in Heck addition (27→28). Ligands (+)-15 and (-)-21 are quasi-enantiomeric; ligands 8 and 26 can be prepared in both enantiomeric forms from (+)- and (-)-enantiomers of α- and β-pinene, respectively.