156832-28-9

Upstream product

• 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 
• 1666-13-3 diphenyl diselenide 
• 156832-24-5 (1S)-10-(phenylseleninyl)-2-exo-borneol 
• 156832-27-8 (1S,3R,5R,7R)-3-Chloro-10,10-dimethyl-3-phenyl-4-oxa-3λ⁴-selena-tricyclo[5.2.1.0^1,5]decane 

Downstream Products

• 156832-27-8 (1S,3R,5R,7R)-3-Chloro-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 
• 156832-24-5 (1S)-10-(phenylseleninyl)-2-exo-borneol 

Relevant academic research and scientific papers

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.

Optically Pure Haloselenuranes. First Synthesis and Nucleophilic Substitutions

The first synthesis of optically pure haloselenuranes 1 has been accomplished by utilizing the 2-exo-hydroxy-10-bornyl group as a chiral ligand.Complete retention of the configuration has been observed in interconversion reactions between haloselenuranes