1276112-41-4Relevant academic research and scientific papers
New approach toward the total synthesis of (+)-batzellaside B
Wierzejska, Jolanta,Motogoe, Shin-Ichi,Makino, Yuto,Sengoku, Tetsuya,Takahashi, Masaki,Yoda, Hidemi
, p. 1831 - 1838,8 (2020/09/16)
A new synthetic approach to (+)-batzellaside B from naturally abundant L-pyroglutamic acid is presented in this article. The key synthetic step involves Sharpless asymmetric dihydroxylation of an olefinic substrate functionalized with an acetoxy group to
Total synthesis and absolute stereochemistry of (+)-batzellaside B and its C8-epimer, a new class of piperidine alkaloids from the sponge batzella sp.
Wierzejska, Jolanta,Ohshima, Manami,Inuzuka, Toshiyasu,Sengoku, Tetsuya,Takahashi, Masaki,Yoda, Hidemi
, p. 1173 - 1175 (2011/03/21)
The first total synthesis of (+)-batzellaside B and its C8-epimer was completed from a known l-arabinose-derived tribenzyl ether in 22 steps with overall yields of 3.9% and 5.4%, respectively. The absolute configuration of (+)-batzellaside B was unambiguously determined to be 1S,3S,4S,5R,8S by the Mosher analysis of a synthetic intermediate prepared through a separate route.
