158010-24-3Relevant academic research and scientific papers
Stereoselective synthesis of cis-2,5-disubstituted THFs: Application to adjacent bis-THF cores of annonaceous acetogenins
Fujioka, Hiromichi,Maehata, Ryota,Wakamatsu, Shintaro,Nakahara, Kenji,Hayashi, Tatsuya,Oki, Tomohiro
supporting information; experimental part, p. 1054 - 1057 (2012/04/10)
The iodocyclization of γ,δ-unsaturated alcohols in the presence of a silyl enol ether produced cis-2,5-disubstituted tetrahydrofurans in one pot via siloxy intermediates. N-Iodosuccinimide (NIS) effectively worked as an activator of the double bonds in th
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
Total synthesis of (+)-rolliniastatin 1
Koert
, p. 2517 - 2520 (2007/10/02)
The first total synthesis of the naturally occurring acetogenin (+)-rolliniastatin 1 (1) has been achieved. A high degree of stereochemical control in the construction of the bis-THF system was accomplished by chelation controlled addition of functionalized organo-metallic reagents derived from 5 and 11 to α-alkoxy-aldehydes.
