149117-05-5Relevant academic research and scientific papers
Diels-Alder reactions with an α,β-unsaturated aldehydo-sugar. A route to 6-oxabicyclo[3.2.1]octanes
Galan, Emilio R.,Chamizo, Maria J.,Serrano, Jose A.
, p. 1811 - 1814 (1993)
Thermal and catalytic Diels-Alder reactions of 1 with 2,3-dimethyl-1,3-butadiene gave 4-formyl-5-glycocyclobexenes 2 and 3. Absolute configurations at the new chiral centers in the adducts are based on polarimetric correlation with known compounds. On reduction and acid treatment, the adducts 2 and 3 were converted into 6-oxabicyclo[3.2.1]octanes 13 and 15.
