108681-45-4

Upstream product

• 108681-44-3 (3aS,4R,5aR,9aR,9bS)-4-Benzenesulfonyl-2,2,8,8-tetramethyl-hexahydro-[1,3]dioxolo[4',5':4,5]pyrano[3,2-d][1,3]dioxine 
• 4163-65-9 per-O-acetyl-α-D-mannopyranose 
• 108681-43-2 phenylsulfonyl 2,3,4,6-tetra-O-acetyl-1-deoxy-α-D-mannopyranoside 
• 13992-16-0 phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside 
• 345197-64-0 1-phenylthio-1-deoxy-2,3,4,6-di-(O-isopropylidene)-β-D-glucopyranoside 
• 13992-18-2 (2R,3S,4S,5S,6R)-2-Benzenesulfonyl-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 

Relevant academic research and scientific papers

The preparation of 1-tributylstannyl glycals from 1-phenylsulfonyl glycals via Ni(0)-catalysed coupling with tributylstannylmagnesium bromide

1-Phenylsulfonyl glycals undergo an easy Ni(0)-catalysed coupling with tributylstannylmagnesium bromide to give the corresponding 1-tributylstannyl glycals in good yield.

VINYL SULPHONES DERIVED FROM THIOGLYCOSIDES: SYNTHESIS AND ALKYLATION

Vinyl sulphones (1-sulfonyl glycals) are formed in good yield by elimination of propanone from 2,3-O-isopropylidene derivatives of D-mannopyranosyl and L-rhamnopyranosyl sulphones.Attempted conjugate addition of carbon nucleophiles to these vinyl sulphones, which are deactivated towards nucleophiles by the ring oxygen atom, was unsuccessful but lithiation followed by methylation yielded the 2-methyl vinyl sulphone derivatives when t-butyl sulphones rather than phenyl sulphones were used.