149099-14-9Relevant academic research and scientific papers
Total synthesis of (-)-goniotrionin
Dias, Luiz C.,Ferreira, Marco A. B.
, p. 4046 - 4062 (2012/06/29)
A stereoselective total synthesis of the reported structure of goniotrionin (4) has been accomplished. The key steps involved the opening of a chiral epoxide, a highly diastereoselective Mukaiyama aerobic oxidative cyclization, a selective 1,2-syn Mukaiyama aldol reaction, and a Noyori reduction.
Stereoselective synthesis of the 3-hydroxytetrahydropyran part of mucocin, an antitumor agent, based on rearrangement-ring expansion reaction of a tetrahydrofuran derivative
Takahashi, Shunya,Fujisawa, Kenji,Sakairi, Nobuo,Nakata, Tadashi
, p. 1361 - 1370 (2007/10/03)
The synthesis of the 2,6-disubstituted 2,3-trans-3- hydroxytetrahydropyran part of mucocin, a potent antitumor agent, was accomplished based on the zinc acetate-induced ring expansion reaction of a tetrahydrofuran having a choloromethanesulfonate on the C
Stereoselective Synthesis of Oligo(tetrahydrofurans): Linear and Convergent Routes to Bi- and Tetrahydrofurans
Koert, Ulrich,Stein, Matthias,Wagner, Holger
, p. 1415 - 1426 (2007/10/02)
The "dimeric" and "trimeric" oligo(tetrahydrofurans) (oligo-THFs) 24, 28, 32, and 38 were synthesized stereoselectively according to a linear and a convergent synthetic strategy.The oligo-THFs thus obtained are important intermediates for the synthesis of artificial ion channels.Furthermore, they can be used in the total synthesis of Annonaceae acetogenins, a class of natural occurring oligo-THFs with promising pharmacological properties. - Keywords: Synthesis, stereoselective / Oligo(tetrahydrofurans), natural, non-natural /Ion channels, artificial / Annonaceae acetogenins
Tetrahydrofuran-podands, stereoselective synthesis of trans-2,5-oligo-tetrahydrofurans
Koert, Ulrich,Stein, Matthias,Harms, Klaus
, p. 2299 - 2302 (2007/10/02)
Enantiomerically pure THF-podands 1 were synthesized along a linear route starting from lactone 3. A high degree of stereochemical control was achieved by chelation controlled addition of the functionalized Grignard reagent 7 to α-alkoxy-aldehydes of type 6.
