91791-22-9Relevant academic research and scientific papers
TETRAHYDROTHIOPYRAN-4-ONE. A USEFUL 5 C SYNTHON FOR THE SYNTHESIS OF 3-CYCLOPENTENONES
Matsuyama, Haruo,Miyazawa, Yasuyuki,Takei, Yuji,Kobayashi, Michio
, p. 833 - 836 (1984)
2-Alkyl-3-cyclopentenones were prepared in moderate yields starting from tetrahydrothiopyran-4-one by the one-pot Ramberg-Baecklung reaction of 6-alkyl-1,4-dioxa-8-thiaspirodecane-8,8-dioxides, followed by acid catalyzed de-dioxolanation.
A Regioselective Synthesis of Cyclopentenones from 4-Thianone
Matsuyama, Haruo,Miyazawa, Yasuyuki,Takei, Yuji,Kobayashi, Michio
, p. 1703 - 1710 (2007/10/02)
Alkyl-substituted 3-cyclopentenones 4 and 5 were prepared in moderate to good yields starting from 4-thianone by the selective alkylation and Ramberg-Baecklund-type reactions.One route starts with 6-alkyl-1,4-dioxa-8-thiaspirodecane 8,8-dioxides (8) and another with 7-alkyl-1,4-dioxa-7-(p-tolylsulfonyl)-8-thiaspirodecane 8,8-dioxides (15), followed by acid-catalyzed cleavage of the 1,3-dioxolane ring of 1,4-dioxaspironon-7-enes 9 and 16 to afford 4 and 5.
