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- “Reactions of an endoperoxide with chiral ketones. Diastereoselective formation of 1,2,4-trioxanes and 1,3-dioxolanes”
Jefford, C.W.; Jin, S.-j.; Bernardinelli, G.
Tetrahedron Lett. 1991, 32, 7243-7246.
1,4-Diphenylcyclopent-2-ene 1,4-endoperoxide on catalysis with trimethylsilyl trifluoromethane-sulfonate reacted with (−)-menthone in a doubly diastereoselective manner to yield two tricyclic 1,2,4-trioxanes having the 3S,5S,6S and 3R,5R,6R configurations respectively. The corresponding pair of 1,3-dioxolanes arising by Baeyer-Villiger-type rearrangement was also formed.
DOI : 10.1016/0040-4039(91)80487-Q
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