Tetrahedron Letters p. 8929 - 8932 (1998)
Update date:2022-08-17
Topics:
Kurosu, Michio
Marcin, Lawrence R.
Kishi, Yoshito
The reaction of keto thioenol ether 6 with dimethylsulfonium methylide gives the isolable epoxide 7, which smoothly rearranges under thermal conditions to yield the five-membered thioacetal 8. Subsequent desulfurization/aromatization with a catalytic amount of iodine furnishes the desired furan 5 in greater than 70% overall yield.
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