444926-38-9

Upstream product

• 113811-61-3 4-methoxy-2-<(phenylsulfonyl)methyl>benzaldehyde 
• 873-55-2 sodium benzenesulfonate 
• 196929-43-8 4-bromo-1-methoxy-3-[(phenylsulfonyl)methyl]benzene 
• 444926-55-0 4-Methoxy-2-((phenylsulfonyl)methyl)benzonitrile 

Downstream Products

• 444926-72-1 (1R,2S,3aS,4S,5R,7aS)-1-((S)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-octahydro-indene-2,5-diol 
• 444926-68-5 (1R,2S,3aS,4S,5R,7aS)-1-((R)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-octahydro-indene-2,5-diol 
• 444926-36-7 (3aS,4S,7aS)-4-[2-(5-Methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-1-[5-methyl-hex-(Z)-ylidene]-hexahydro-indene-2,5-dione 
• 444926-64-1 (3aS,4S,7aS)-4-[2-(5-Methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-1-[5-methyl-hex-(E)-ylidene]-hexahydro-indene-2,5-dione 
• 444926-70-9 (1R,3aS,4S,7aS)-1-((S)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-hexahydro-indene-2,5-dione 
• 444926-66-3 (1R,3aS,4S,7aS)-1-((R)-1,5-Dimethyl-hexyl)-4-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7a-methyl-hexahydro-indene-2,5-dione 
• 444926-60-7 (3'aS,4'S,5'S,7'aS)-1'-Hydroxymethyl-4'-[2-(5-methoxy-2-methyl-phenyl)-ethyl]-7'a-methyl-octahydro-spiro[[1,3]dioxolane-2,2'-inden]-5'-ol 
• 444926-62-9 (3'aS,4'S,7'aS)-4'-[2-(5-Methoxy-2-methyl-phenyl)-ethyl]-7'a-methyl-5'-oxo-octahydro-spiro[[1,3]dioxolane-2,2'-indene]-1'-carbaldehyde 
• 134624-75-2 Calicoferol B 
• 444926-58-3 (3'aS,4'S,5'S,7'aS)-4'-[2-Benzenesulfonyl-2-(5-methoxy-2-methyl-phenyl)-ethyl]-1'-hydroxymethyl-7'a-methyl-octahydro-spiro[[1,3]dioxolane-2,2'-inden]-5'-ol 

Relevant academic research and scientific papers

Transformation of carbonates into sulfones at the benzylic position via palladium-catalyzed benzylic substitution

(Chemical Equation Presented) The nucleophilic substitution of benzylic carbonates with sodium arenesulfinates was catalyzed by the palladium complex generated in situ from [Pd(η3-C3H5)Cl] 2 and DPEphos [bis(2-diphenylphosphinophenyl)ether]. The catalytic reaction proceeded in DMSO at 80°C and gave a variety of benzylic sulfones in high yields.

Synthesis of (-)-calicoferol B

The first total synthesis of (-)-calicoferol B (III) is described. The cyclozirconation product I, prepared in enantiomerically pure form, was converted into the CD ring chiron II. This was coupled with the aromatic A-ring, and then the side chain was constructed with control of relative and absolute configuration to complete the total synthesis of III. The first total synthesis of (-)-calicoferol B (1) is described. The cyclozirconation product 8, prepared in enantiomerically pure form, was converted into the CD ring chiron 6. This was coupled with the aromatic A-ring, and then the side chain was constructed with control of relative and absolute configuration to complete the total synthesis of 1.