
Bulletin of the Chemical Society of Japan p. 1393 - 1400 (1995)
Update date:2022-08-03
Topics:
Nakano, Hirofumi
Ibata, Toshikazu
The reaction of allyl α-diazoacetates with di-t-butylthioketene catalyzed by Rh2(OAc)4 gave 4-allyl-2-methylene-1,3-oxathiolan-5-ones through the 1,5-cyclization of a thiocarbonyl ylide intermediate followed by Claisen rearrangement with allene episulfide through the 1,3-cyclization of the intermediate.Other alkenyl and alkynyl diazoacetates also gave similar products through the thiocarbonyl ylide without affording its intramolecular 1,3-dipolar cycloadduct.
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(1995)