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Publication 76  


  1. “Synthesis of 1,2-dioxanes from an endoperoxide”
    Jefford, C. W.; Jin, S.-j.; Kamalaprija, P.; Burger, U.
    Tetrahedron Lett. 1992, 33, 7129-7132.

1,4-Diphenylcyclopent-2-ene 1,4-endoperoxide (1) on catalysis with trimethylsilyl trifluoromethanesulfonate reacted with 1,4-diphenyl-1,3-cyclopentadiene in a diastereospecific manner to give cis,cis-3a,5a,8a,8b-tetrahydro-2,5a,7,8b-tetraphenyl-1H,6H-dicyclopenta[c,e]-1,2-dioxine (3), the structure of which was determined by X-ray, 2,5-Diphenylfuran, 1,1-diphenylethylene and styrene also reacted with 1 under the same conditions to yield the cis-fused analogues of 3 in high yield.

DOI : 10.1016/S0040-4039(00)60854-7 

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