209049-07-0

Upstream product

• 139559-60-7 (1R,2S,3R)-Cyclohex-4-ene-1,2,3-triol 
• 848837-73-0 Acetic acid (1S,4R,6R)-4,6-diacetoxy-2,3-dihydroxy-cyclohexyl ester 
• 848892-15-9 (-)-penta-O-acetyl-5-deoxy-allo-inositol 

Relevant academic research and scientific papers

Highly stereoselective and stereospecific syntheses of a variety of quercitols from d-(-)-quinic acid

The highly stereoselective synthesis of (-)-epi-, (-)-allo- and neo-quercitols as well as stereospecific synthesis of (-)-talo- and (+)-gala-quercitols have been achieved. The general strategy is employing dihydroxylation of the isolated double bond of various kinds of protected chiral (1,4,5)-cyclohex-2-ene-triols, which are derived from d-(-)-quinic acid. The choosing of protecting groups from either BBA (butane 2,3-bisacetal) or acetyl groups will result in the various degrees of stereoselectivity of dihydroxylation. On the other hand, the cyclohexylidene acetal moiety is attributed to the stereospecificity during dihydroxylation to afford the request molecules.

Carbohydrate carbocyclization by a novel zinc-mediated domino reaction and ring-closing olefin metathesis

A general method for carbocyclization of carbohydrates is described using two consecutive organometallic transformations: a novel zinc-mediated domino reaction to give functionalized dienes followed by ring-closing olefin metathesis. In the first reaction