156832-27-8

Basic information

• Product Name: (1S,3R,5R,7R)-3-Chloro-10,10-dimethyl-3-phenyl-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane
• Synonyms: (1S,3R,5R,7R)-3-Chloro-10,10-dimethyl-3-phenyl-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane
• CAS NO: 156832-27-8
• Molecular Weight: 343.755
• Mol File: 156832-27-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (1S,3R,5R,7R)-3-Chloro-10,10-dimethyl-3-phenyl-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,3R,5R,7R)-3-Chloro-10,10-dimethyl-3-phenyl-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane(156832-27-8)
• EPA Substance Registry System: (1S,3R,5R,7R)-3-Chloro-10,10-dimethyl-3-phenyl-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane(156832-27-8)

Safety Data

• Hazardous Substances Data: 156832-27-8(Hazardous Substances Data)

Upstream product

• 1666-13-3 diphenyl diselenide 
• 156832-24-5 (1S)-10-(phenylseleninyl)-2-exo-borneol 
• 156832-28-9 (1S,3R,5R,7R)-3-Bromo-10,10-dimethyl-3-phenyl-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane 
• 156832-22-3 (1S,3R,5R,7R)-3-Fluoro-10,10-dimethyl-3-phenyl-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane 
• 156832-25-6 (1S,2R,4R)-7,7-Dimethyl-1-phenylselanylmethyl-bicyclo[2.2.1]heptan-2-ol 

Downstream Products

• 156832-22-3 (1S,3R,5R,7R)-3-Fluoro-10,10-dimethyl-3-phenyl-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane 
• 156832-28-9 (1S,3R,5R,7R)-3-Bromo-10,10-dimethyl-3-phenyl-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane 
• 156832-24-5 (1S)-10-(phenylseleninyl)-2-exo-borneol 

Relevant articles and documents

First synthesis of optically pure selenuranes and stereoselective alkaline hydrolysis. Their application to asymmetric [2,3] sigmatropic rearrangement of allylic selenoxides

The first synthesis of optically pure selenuranes 1 has been accomplished by utilizing 2-exo-hydroxy-10 bornyl group as a chiral ligand Complete retention of the configuration has been observed in alkaline hydrolysis of 1 to give selenoxides 2. The structure of 1 and 2 has been fully established by X-ray crystallography. [2,3] Sigmatropic rearrangement of allylic selenoxides 2 gave the corresponding allylic alcohols 3 with up to 88% enantiomeric excess (ee). The [2,3] sigmatropic rearrangement of allylic selenoxides 2 progresses predominantly via an endo transition state.