38484-56-9

Upstream product

• 18545-25-0 5-methyl-tetrahydro-furan-2-ol 
• 18006-13-8 methyltriisopropoxytitanium(IV) 
• 110-13-4 2,5-hexanedione 

Downstream Products

• 55-93-6 d,l-2,5-hexanediol dimethanesulfonate 
• 17299-07-9 (2R,5R)-2,5-hexanediol 
• 110-13-4 2,5-hexanedione 
• 97100-83-9 (R,R)-2,5-diacetoxyhexane 
• 34338-96-0 (2S,5S)-2,5-hexanediol 
• 475051-22-0 (2R,5R)-5-acetoxy-2-hexanol 

Relevant academic research and scientific papers

Asymmetric hydrosilylation of ketones using trans-chelating chiral peralkylbisphosphine ligands bearing primary alkyl substituents on phosphorus atoms

Asymmetric hydrosilylation of simple ketones with diphenylsilane proceeded at -40 °C in the presence of a rhodium complex (0.001 - 0.01 molar amount) coordinated with a trans-chelating chiral bisphosphine ligand bearing linear alkyl substituents on the phosphorus atoms, (R,R)-(S,S)-Et-, Pr-, or BuTRAP, giving the corresponding optically active (S)- secondary alcohols with up to 97% ee. The asymmetric hydrosilylation using TRAP ligands with bulkier P-substituents resulted in much lower enantioselectivities. The EtTRAP-rhodium catalyst was also effective for asymmetric hydrosilylation of keto esters with a coordination site for a rhodium atom (up to 98% ee). Optically active symmetrical diols were obtained with up to 99% ee from the corresponding diketones via the asymmetric reduction using 2.5 molar amounts of diphenylsilane.

Lactols in Stereoselection 1. Highly selective 1,4- and 1,5-Asymmetric Induction

Nucleophilic addition to substituted γ- and δ-lactols with titanium reagents provides 1,4-syn and 1,5-syn diols in high stereoselectivity, which represents a new and simple method for the remote asymmetric induction.