104804-81-1Relevant articles and documents
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.
REGIOSELECTIVE ALKYLATION AND THE RAMBERG-BAECKLUND TYPE REACTION OF α-(p-TOLYLSULFONYL)THIANE S,S-DIOXIDE. A NEW ROUTE TO THE SYNTHESIS OF 3-ALKYL-3-CYCLOPENTENONES
Matsuyama, Haruo,Miyazawa, Yasuyuki,Kobayashi, Michio
, p. 433 - 436 (2007/10/02)
A new general olefin synthesis, via regioselective alkylation of α-(p-tolylsulfonyl)thiane S,S-dioxide, 1,4-dioxa-7-p-tolylsulfonyl-8-thiaspirodecane 8,8-dioxide, and subsequent Ramberg-Baecklung type elimination of p-toluenesulfinate and SO2, is here applied to the synthesis of 3-alkyl-3-cyclopentanones.