797010-98-1

Upstream product

• 797010-94-7 Methanesulfonic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-tetrahydro-pyran-3-yl ester 
• 288584-96-3 3-C-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)1-propanol 
• 161275-25-8 3-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-1-propene 

Downstream Products

• 320576-38-3 (2R,3R,4R,4aR,8aS)-3-(benzyloxy)-2-(phenoxymethyl)octahydropyrano[3,2-b]pyran-4-ol 

Relevant academic research and scientific papers

Diisobutylaluminium hydride (DIBAL-H) as a molecular scalpel: A new mechanistic proposal for a spiroketal rearrangement

Taking advantage of our knowledge of the capacity of DIBAL-H to de-O-alkylate, we propose an alternative mechanism for a spiroketal rearrangement described by E. Suàrez. We also show that this proposal can account for the formation of the secondary product, whose original structure we propose to correct.