1581705-01-2

Upstream product

• 1581704-99-5 vinyl 4,6-di-O-benzyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside 
• 1581704-97-3 2-phenylselenenylethyl 4,6-di-O-benzyl-2,3-dideoxy-α-D-erythrohex-2-enopyranoside 
• 89755-42-0 <2'-(Phenylselenenyl)-ethyl>-4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hexenopyranoside 
• 2873-29-2 D-glucal triacetate 

Downstream Products

• 1581705-23-8 2-[(2R,3S,4S)-3-(benzyloxy)-2-(benzyloxymethyl)-3,4-dihydro-2H-pyran-4-yl]ethanol 
• 1581705-24-9 (1S,3R,4S,5S)-4-(benzyloxy)-3-(benzyloxymethyl)-2,8-dioxabicyclo[3.3.1]nonane 
• 1581705-02-3 (1S,3R,4S,5R)-4-(benzyloxy)-3-(benzyloxymethyl)-2,8-dioxabicyclo[3.3.1]non-6-ene 

Relevant academic research and scientific papers

Stereoselective construction of 2,8-dioxabicyclo[3.3.1]nonane/nonene systems from 3-C-branched glycals

A stereoselective approach for the formation of 2,8-dioxabicyclo[3.3.1] nonane/nonene frameworks through the formation of 3-C-branched glycals encompassing the Claisen rearrangement of the carbohydrate-derived allyl-vinyl ethers and TMSOTf-catalyzed acetalization reactions as key steps is revealed. A novel acetalization of 3-C-branched glycals with a tentative mechanism is proposed. The expedient protocol is evaluated by synthesizing a number of 2,8-dioxabicyclo[3.3.1]nonane/nonene architectures. An efficient, stereoselective intramolecular acetalization of 3-C-branched glycal derivatives to provide 2,8-dioxabicyclo[3.3.1]nonane/nonene frameworks is described. The generality of the reaction is investigated and a plausible mechanism is postulated. Copyright

Stereoselective Construction of 2,8-Dioxabicyclo[3.3.1]nonane/nonene Systems from 3-C-Branched Glycals

A stereoselective approach for the formation of 2,8-dioxabicyclo[3.3.1]nonane/nonene frameworks through the formation of 3-C-branched glycals encompassing the Claisen rearrangement of the carbohydrate-derived allyl-vinyl ethers and TMSOTf-catalyzed acetalization reactions as key steps is revealed. A novel acetalization of 3-C-branched glycals with a tentative mechanism is proposed. The expedient protocol is evaluated by synthesizing a number of 2,8-dioxabicyclo[3.3.1]nonane/nonene architectures.