112995-85-4

Upstream product

• 103795-16-0 2,3-di-O-benzyl-4,5-O-isopropylidene-D-ribose 
• 19493-09-5 Methylenetriphenylphosphorane 
• 50-69-1 D-ribose 
• 112995-78-5 D-ribose propane-1,3-diyl dithioacetal 
• 1175536-38-5 (1S,2S)-1-(benzyloxy)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-2-ol 
• 100-39-0 benzyl bromide 
• 106948-25-8 (1S,2S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-3-butene-1,2-diol 
• 112995-79-6 4,5-O-isopropylidene-D-ribose propane-1,3-diyl dithioacetal 
• 112995-80-9 2,3-di-O-benzyl-4,5-O-isopropylidene-D-ribose trimethylene dithioacetal 

Downstream Products

• 102436-29-3 (2R,3R,4S)-3,4-O-dibenzylhex-5-ene-1,2,3,4-tetrol 

Relevant academic research and scientific papers

A new synthesis of the phytotoxic 10-membered lactone herbarumin I

Herbarumin I a phytotoxic 10-membered lactone has been synthesized from d-(-)-isoascorbic acid in 12 steps with an overall yield of 16.8%. The methodology involved in generating the stereogenic center at C-8 is a Sharpless asymmetric epoxidation, as well 1,2-asymmetric induction followed by macrolactonization via RCM.

Chiral building units from carbohydrates-XIII. Identification of the absolute configuration of endo-brevicomin from dendroctonus frontalis and synthesis of both enantiomers from d-ribose

The synthesis of both enantiomers of endo-7-ethyl-5-methyl-6,8-dioxabicyclo[3.2.l]octana (endo-brevicomin, 12 and 12a) starting froni D-ri-bose is described. Key interinediate is the open chain derivative 7, a chiral building unit easily available from ca