158673-96-2Relevant academic research and scientific papers
Styryl-lactone derivatives and alkaloids from Goniothalamus borneenis (Annonaceae)
Cao, Shu-Geng,Wu, Xiao-Hua,Sim, Keng-Yeow,Tan,Pereira,Goh, Swee-Hock
, p. 2143 - 2148 (1998)
Twelve natural products, including two new compounds, goniothalesdiol 1a and goniothalactam 2, were isolated from the bark of the Malaysian tree Goniothalamus borneensis (Annonaceae) and evaluated for their cytotoxic activity. Their structures were elucid
The effect of sulfoxides on the stereoselective construction of tetrahydrofurans: Total synthesis of (+)-goniothalesdiol
Hernandez-Torres, Gloria,Carreno, M. Carmen,Urbano, Antonio,Colobert, Franacoise
supporting information; experimental part, p. 1283 - 1293 (2011/04/16)
Good to excellent stereoselectivities were achieved in the reductive cyclization (with Et3SiH/trimethylsilyl trifluoromethanesulfonate (TMSOTf)) of enantiopure hydroxy sulfinyl ketones en route to 2,5-cis-disubstituted tetrahydrofuran skeletons
Stereoselective ring expansion of vinyl oxiranes: Mechanistic insights and natural product total synthesis
Brichacek, Matthew,Batory, Lindsay A.,Njardarson, Jon T.
supporting information; experimental part, p. 1648 - 1651 (2010/06/15)
"Chemical Equation Presented" What a (strain) relief! The first broadly applicable, catalytic, and stereoselective vinyl oxirane ring expansion is described (see scheme; hfacac = hexafluoroacetylacetonate). The stereoselectivity was influenced by several reaction parameters, and kinetic studies support a mechanistic proposal involving the in situ formation of a more reactive catalytic species. This ring-expansion reaction has been employed in the asymmetric total synthesis of (+)-goniothalesdiol.
Stereoselective total synthesis of bioactive styryllactones (+)-goniofufurone, (+)7-epi-goniofufurone, (+)-goniopypyrone, (+)-goniotriol, (+)-altholactone, and (-)etharvensin
Prasad, Kavirayani R.,Gholap, Shivajirao L.
, p. 2 - 11 (2008/09/17)
(Chemical Equation Presented) Stereoselective total synthesis of biologically active styryllactones 7-epi-goniofufurone, goniofufurone, goniopypyrone, goniotriol, altholactone, and etharvensin was achieved in high overall yields from a common intermediate
Synthesis of (+)-goniothalesdiol and (+)-7-epi-goniothalesdiol
Babjak, Matej,Kapitán, Peter,Gracza, Tibor
, p. 2471 - 2479 (2007/10/03)
A total synthesis of (+)-goniothalesdiol, a 3,4-dihydroxy-2,5-disubstituted tetrahydrofuran isolated from Goniothalamus borneensis (Annonaceae), and its 7-epimer is reported using oxycarbonylation methodology for construction of polyhydroxylated substitut
An enantioselective total synthesis of (+)-altholactone from diethyl L-tartrate
Somfai, Peter
, p. 11315 - 11320 (2007/10/02)
An enantioselective total synthesis of the cis-fused tetrahydrofurano-2-pyrone(+)-altholactone (1) from diethyl L-tartrate via the L-threitol derivative 2 is described. The remaining two stereogenic centers of 1 are introduced by a highly stereoselective
