98751-78-1Relevant articles and documents
Diastereoselective SmI2 mediated cascade radical cyclisations of methylenecyclopropane derivatives - Syntheses of paeonilactone B and 6-epi-paeonilactone A
Boffey, Raymond J.,Whittingham, William G.,Kilburn, Jeremy D.
, p. 487 - 496 (2001)
The SmI2 mediated cascade cyclisations of several methylenecyclopropyl ketones have been examined and found to proceed with high diastereoselectivity, which is critically dependent on the presence of HMPA in the reaction. In one case the radica
Total Synthesis of (+)-Paeonilactone B and (-)-Paeonisuffrone
Hatakeyama, Susumi,Kawamura, Mitsuhiro,Mukugi, Yasuko,Irie, Hiroshi
, p. 267 - 268 (1995)
A novel synthesis of (+)-paeonilactone B, a minor constituent of Paeoniae Radix, and the first synthesis of (-)-paeonisuffrone, a new monoterpene recently isolated from Moutan Cortex, have been accomplished from the tricyclic compound which funcioned well
The telescoped intramolecular Michael/olefination (TIMO) approach to α-alkylidene-γ-butyrolactones: Synthesis of (+)-paeonilactone B
Edwards, Michael G.,Kenworthy, Martin N.,Kitson, Russell R. A.,Scott, Mark S.,Taylor, Richard J. K.
, p. 1935 - 1937 (2008/12/22)
(Chemical Equation Presented) Scoping out TIMO: A telescoped intramolecular Michael addition/proton transfer/ Horner-Wadsworth-Emmons olefination sequence was developed to provide rapid access to α-alkylidene-γ- butyrolactones (see scheme). The method was applied to prepare a range of tetrahydrobenzofuran-2,5-diones and related systems, and it was utilized in a short synthesis of enantiomerically pure (+)-paeonilactone B.
