194801-00-8

Upstream product

• 194800-89-0 (2S,3R,4S,5S)-3,4-Bis-benzyloxy-5-hydroxy-2-(2-iodo-benzyloxy)-cyclohexanone 
• 194800-98-1 (2S,3R,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(2-iodo-benzyloxy)-cyclohexanone 
• 194800-90-3 (1R,2R,3S,4R,5S)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(2-iodo-benzyloxy)-cyclohexanol 
• 194800-88-9 (2S,3R,4S,5S)-3,4-Bis-benzyloxy-5-(2-iodo-benzyloxy)-2-methoxy-6-methylene-tetrahydro-pyran 
• 194800-99-2 Methanesulfonic acid (1R,2S,3R,4R,5S)-3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2-(2-iodo-benzyloxy)-cyclohexyl ester 
• 87326-88-3 methyl 6-deoxy-6-iodo-2,3-bis-O-(phenylmethyl)-α-D-glucopyranoside 
• 4622-38-2 2-iodobenzyliodide 

Downstream Products

• 194800-91-4 (4R,5S,6R)-5,6-Bis-benzyloxy-4-(2-iodo-benzyloxy)-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.