119619-53-3

Upstream product

• 119619-54-4 (2S,5S,6R)-5-Benzyloxy-6-pentyl-5,6-dihydro-2H-pyran-2-ol 
• 14294-62-3 1-(furan-2-yl)hexan-1-ol 
• 113565-48-3 (1R)-1-(furan-2-yl)hexan-1-ol 
• 119619-52-2 ((2R,5S,6R)-5-Benzyloxy-6-pentyl-5,6-dihydro-2H-pyran-2-yloxy)-tert-butyl-dimethyl-silane 
• 119619-50-0 (2R,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-2-pentyl-6H-pyran-3-one 
• 119619-51-1 (2R,3S,6R)-6-(tert-Butyl-dimethyl-silanyloxy)-2-pentyl-3,6-dihydro-2H-pyran-3-ol 
• 187589-05-5 (R)-6-Hydroxy-2-pentyl-6H-pyran-3-one 

Relevant academic research and scientific papers

Preparation of Optically Active 2-Furylcarbinols by Kinetic Resolution Using the Sharpless Reagent and Their Application in Organic Synthesis

The kinetic resolution of 2-furylcarbinols 1 by the Sharpless reagent proceeds highly efficiently, thus providing a general method for the synthesis of homochiral 1.The reaction can be applied to compounds 1 possessing various types of substituents, although compound 1d, which has a sterically demanding tertiary alkyl group, is a poor substrate.The kinetic resolution of 3-furylcarbinol 3 also proceeds efficiently.Various homochiral 1 thus obtained have been successfully converted into α-alkoxy acids 4 by oxidative cleavage of the furan ring after protection of the hydroxyl group.The compound (R)-1b has been converted into the naturally occuring γ-lactone 5.