165960-92-9Relevant academic research and scientific papers
Novel acyclic ligands for metal cations based on the adjacent bistetrahydrofuran as analogs of natural Annonaceous acetogenins
Sasaki, Shigeki,Maruta, Katsunori,Naito, Hiroyuki,Maemura, Rie,Kawahara, Eiji,Maeda, Minoru
, p. 2401 - 2410 (2007/10/03)
The acrylic ligands with an adjacent bistetrahydrofuran (THF) skeleton have been synthesized as analogs of bullatacin, a representative natural product in a family of Annonaceous acetogenins, and their binding properties towards metal cations have been in
The First Total Synthesis of (+)-Bullatacin, a Potent Antitumor Annonaceous Acetogenin, and (+)-(15,24)-bisepi-Bullatacin
Naito, Hiroyuki,Kawahara, Eiji,Maruta, Katsunori,Maeda, Minoru,Sasaki, Shigeki
, p. 4419 - 4427 (2007/10/02)
This paper reports the first total synthesis of the natural product (+)-bullatacin (1), a representative of potent antitumor Annonaceous acetogenins, as well as a stereoisomer (+)-(15,24)-bisepi-bullatacin (2).In this synthesis, a new, efficient method has been developed to introduce the γ-lactone into the bistetrahydrofuran skeleton through in situ alkylation of epoxide 4 by the α-sulfonyl carbanion of phenylsulfone 5.The methylated γ-lactone was successfully synthesized by a sequence of reactions comprising an aldol reaction, an acidic lactonization, and elimination under mild, basic condition.
