Title of article
Total synthesis of brevenal
Author/Authors
Hiroyoshi Takamura، نويسنده , , Yuji Yamagami، نويسنده , , Takayuki Kishi، نويسنده , , Shigetoshi Kikuchi، نويسنده , , Yuichi Nakamura، نويسنده , , Isao Kadota، نويسنده , , Yoshinori Yamamoto، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2010
Pages
16
From page
5329
To page
5344
Abstract
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 ether compound. An alternative route to the key synthetic intermediate, a pentacyclic ether core, was also examined. The right- and left-hand side chains were introduced by Wittig and Horner–Wadsworth–Emmons reactions, respectively, to furnish brevenal (1).
Keywords
Ring-closing metathesis , Total synthesis , Marine polycyclic ether , Intramolecular allylation , Brevenal
Journal title
Tetrahedron
Serial Year
2010
Journal title
Tetrahedron
Record number
1101033
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