188953-82-4

Upstream product

• 171076-03-2 methyl 4,6-O-benzylidene-2,3-dideoxy-3-C-methyl-3,2-C-(2'-oxapropan-1'-yl-3'-ylidene)-α-D-arabino-hexopyranoside 
• 188953-84-6 (2R,4aR,6S,8S,9aR,9bS)-6-Methoxy-9a-methyl-2-phenyl-4a,6,8,9,9a,9b-hexahydro-4H-cyclopenta[4,5]pyrano[3,2-d][1,3]dioxin-8-ol 
• 188953-81-3 Bromomethyl-((2R,4aR,6S,8S,9aR,9bS)-6-methoxy-9a-methyl-2-phenyl-4a,6,8,9,9a,9b-hexahydro-4H-cyclopenta[4,5]pyrano[3,2-d][1,3]dioxin-8-yloxy)-dimethyl-silane 

Downstream Products

• 188953-86-8 (2R,4aR,6S,6aS,7S,8S,9aR,9bS)-7-Hydroxymethyl-6-methoxy-9a-methyl-2-phenyl-octahydro-cyclopenta[4,5]pyrano[3,2-d][1,3]dioxin-8-ol 

Relevant academic research and scientific papers

The first example of a highly stereoselective intramolecular radical cyclisation of a cyclopentenol derivative

Silyl methylene radical cyclisation of a β-allylic cyclopentaannulated derivative of glucose leads to a single cis fused tricyclic ring system whereas the same cyclisation of the corresponding a derivative leads to a mixture of cis and trans fused products. These results can be explained by the preference for the formation of the cis fused 5,6-ring system even when this does not involve reaction from the least hindered side of the molecule.