88180-37-4

Upstream product

• 2873-29-2 D-glucal triacetate 
• 83938-00-5 ((2R,3S,6S)-3-acetoxy-6-cyano-3,6-dihydro-2H-pyran-2-yl)methyl acetate 
• 88180-36-3 2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl cyanide 
• 100-52-7 benzaldehyde 

Downstream Products

• 475641-62-4 (2R,4aR,6R,7S,8R,8aS)-7,8-Dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbonitrile 
• 88180-39-6 5,7-O-Benzylidene-2,6-anhydro-3,4-dideoxy-aldehydo-D-erythro-hept-2-enose 
• 72233-97-7 5,7-O-Benzylidene-2,6-anhydro-3,4-dideoxy-D-arabino-hept-3-enitol 
• 475641-84-0 Chloro-methanesulfonic acid (2R,4S,5R)-5-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-[1,3]dioxan-4-ylmethyl ester 
• 475641-83-9 Chloro-methanesulfonic acid (2R,4S,5R)-5-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-but-3-enyloxy]-2-phenyl-[1,3]dioxan-4-ylmethyl ester 
• 475641-94-2 (3R,4S)-5-(tert-Butyl-diphenyl-silanyloxy)-4-[(2R,4S,5R)-4-(2-methyl-allyl)-2-phenyl-[1,3]dioxan-5-yloxy]-pent-1-en-3-ol 
• 475641-89-5 (2R,4S,5R)-4-Allyl-5-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-[1,3]dioxane 
• 475641-92-0 (2R,4S,5R)-5-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-but-3-enyloxy]-4-(2-methyl-allyl)-2-phenyl-[1,3]dioxane 
• 475641-78-2 Acetic acid (2R,4S,5R)-5-[(1S,2R)-2-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-but-3-enyloxy]-2-phenyl-[1,3]dioxan-4-ylmethyl ester 
• 475641-86-2 {(2R,4S,5R)-5-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-pent-4-enyloxy]-2-phenyl-[1,3]dioxan-4-yl}-acetonitrile 
• 475641-90-8 1-{(2R,4S,5R)-5-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-but-3-enyloxy]-2-phenyl-[1,3]dioxan-4-yl}-propan-2-ol 
• 475641-91-9 1-{(2R,4S,5R)-5-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-but-3-enyloxy]-2-phenyl-[1,3]dioxan-4-yl}-propan-2-one 
• 475641-85-1 {(2R,4S,5R)-5-[(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-(tert-butyl-dimethyl-silanyloxymethyl)-but-3-enyloxy]-2-phenyl-[1,3]dioxan-4-yl}-acetonitrile 
• 475641-60-2 (2R,4aR,6S,7R,9S,10aS)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-9-methyl-2-phenyl-octahydro-1,3,5-trioxa-benzocycloocten-7-ol 

Relevant academic research and scientific papers

Syntheses of the D-, E-, F-, and I-ring parts of ciguatoxin by a common strategy starting from tri-O-acetyl-D-glucal

Chiral medium-sized monocyclic ethers corresponding to the D-, E-, F-, and I-ring parts of ciguatoxin have been synthesized from tri-O-acetyl-D-glucal through a common synthetic route involving ring-closing olefin metathesis.

Routes to C-Glycopyranosides via Sigmatropic Rearrangements

Claisen rearrangements have been applied to 1,5-anhydro-4,6-O-benzylidene-1,2-dideoxy-D-ribo-hex-1-enitol (1).The classical procedure succeeds, but the overall process is unsatisfactory because of the low conversion to the vinyl ether intermediate.Best re