924656-70-2Relevant academic research and scientific papers
Total synthesis of brevenal
Zhang, Yuan,Rohanna, John,Zhou, Jie,Iyer, Karthik,Rainier, Jon D.
, p. 3208 - 3216 (2011/04/25)
This Article describes the total synthesis of the marine ladder toxin brevenal utilizing a convergent synthetic strategy. Critical to the success of this work was the use of olefinic-ester cyclization reactions and the utilization of glycal epoxides as precursors to C-C and C-H bonds.
Total synthesis of brevenal
Takamura, Hiroyoshi,Yamagami, Yuji,Kishi, Takayuki,Kikuchi, Shigetoshi,Nakamura, Yuichi,Kadota, Isao,Yamamoto, Yoshinori
experimental part, p. 5329 - 5344 (2010/08/07)
The convergent total synthesis of brevenal, a non-toxic brevetoxin antagonist, has been achieved.The ABC ring segment and the E ring precursor were connected by the intramolecular allylation followed by ring-closing metathesis to furnish the pentacyclic e
Total synthesis of brevenal
Takamura, Hiroyoshi,Kikuchi, Shigetoshi,Nakamura, Yuichi,Yamagami, Yuji,Kishi, Takayuki,Kadota, Isao,Yamamoto, Yoshinori
supporting information; experimental part, p. 2531 - 2534 (2009/10/10)
A total synthesis of brevenal is described. The pentacyclic ether core was constructed by the intramolecular allylation of α-acetoxy ether and subsequent ring - closing metathesis. Both of the diene side chains were introduced by Wittig olefination and a
Total synthesis, structure revision, and absolute configuration of (-)-brevenal
Fuwa, Haruhiko,Ebine, Makoto,Bourdelais, Andrea J.,Baden, Daniel G.,Sasaki, Makoto
, p. 16989 - 16999 (2007/10/03)
Total synthesis of structure 1 originally proposed for brevenal, a nontoxic polycyclic ether natural product isolated from the Florida red tide dinoflagellate, Karenia brevis, was accomplished. The key features of the synthesis involved (i) convergent ass
