194800-96-9

Upstream product

• 87326-88-3 methyl 6-deoxy-6-iodo-2,3-bis-O-(phenylmethyl)-α-D-glucopyranoside 
• 65673-83-8 5-(chloromethyl)-6-iodobenzo[d][1,3]dioxole 
• 495-76-1 piperonol 
• 69048-76-6 6-iodo-1,3-benzodioxole-5-methanol 

Downstream Products

• 194800-97-0 (2S,3R,4S,5S)-3,4-Bis-benzyloxy-5-hydroxy-2-(6-iodo-benzo[1,3]dioxol-5-ylmethoxy)-cyclohexanone 
• 194800-92-5 Methanesulfonic acid (1R,2S,3R,4S,5S)-3,4-bis-benzyloxy-5-hydroxy-2-(6-iodo-benzo[1,3]dioxol-5-ylmethoxy)-cyclohexyl ester 
• 194801-01-9 (4R,5S,6R)-5,6-Bis-benzyloxy-4-(6-iodo-benzo[1,3]dioxol-5-ylmethoxy)-cyclohex-2-enone 

Relevant academic research and scientific papers

A new approach to the pancratistatin C-ring from D-Glucose: Ferrier rearrangement, pseudoinversion and Pd-catalyzed cyclizations

A Ferrier rearrangement and β-hydroxyketone transposition are key steps in a route to a pancratistatin C-ring precursor. A key feature of the strategy is the pseudoinversion accomplished by β-hydroxyketone transposition, which allows convenient access from methyl α-D-glucopyranoside. Arylations of the C-ring by intramolecular reductive or non-reductive Pd-catalyzed conjugate addition have been demonstrated, utilizing the C1 hydroxyl to deliver the tethered aryl synthon.