96304-92-6Relevant articles and documents
Biomimetic epoxide-opening cascades of oxasqualenoids triggered by hydrolysis of the terminal epoxide
Morimoto, Yoshiki,Takeuchi, Eriko,Kambara, Hitomi,Kodama, Takeshi,Tachi, Yoshimitsu,Nishikawa, Keisuke
supporting information, p. 2966 - 2969 (2013/07/26)
The biomimetic epoxide-opening cascades from squalene polyepoxides 4-6 to triterpene polyethers (oxasqualenoids) teurilene (1), glabrescol (2), and omaezakianol (3), respectively, were reproduced in a single event by chemical reaction. These cascades proceeded through the 5-exo tandem cyclization triggered by Bronsted acid-catalyzed hydrolysis of the terminal epoxide, mimicking the direct hydrolysis mechanism of epoxide hydrolases.
Effective combination of two-directional synthesis and rhenium(VII) chemistry: Total synthesis of meso polyether teurilene
Morimoto, Yoshiki,Iwai, Toshiyuki,Kinoshita, Takamasa
, p. 6792 - 6797 (2007/10/03)
The efficient total synthesis of the cytotoxic meso polyether teurilene (1), rarely occurring in nature, has been achieved through the effective combination of the concept of two-directional synthesis and the rapidly progressing rhenium(VII) chemistry. In
Total Synthesis of meso-Triterpene Ether, Teurilene
Hashimoto, Masaru,Yanagiya, Mitsutoshi,Shirahama, Haruhisa
, p. 645 - 646 (2007/10/02)
A marine triterpene, teurilene, whose molecule has meso form, was totally synthesized emploing chiral assemblies.