Title of article
Stereocontrolled synthesis of the ABCDE ring moiety of ciguatoxin CTX3C
Author/Authors
Shoji Kobayashi، نويسنده , , Yusuke Takahashi، نويسنده , , Kazuo Komano، نويسنده , , Babak H. Alizadeh، نويسنده , , Yuuya Kawada، نويسنده , , Tohru Oishi، نويسنده , , Shin-ichiro Tanaka، نويسنده , , Yoshihiro Ogasawara، نويسنده , , Shinya Sasaki ، نويسنده , , Masahiro Hirama، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2004
Pages
22
From page
8375
To page
8396
Abstract
The ABCDE ring moiety of ciguatoxin CTX3C, a major causative agent of ciguatera poisoning, was stereoselectively synthesized. The key transformations are a chiral auxiliary-based asymmetric alkylation and an asymmetric aldol condensation, which controlled the formation of the C11 and C21-stereocenters, respectively. A highly practical and efficient route to the ABCD ring fragment, a common precursor for the divergent synthesis of the left wings of ciguatoxins, was also established.
Keywords
asymmetric alkylation , Asymmetric aldol condensation , Ring-closing metathesis , Ciguatoxin , CTX3C
Journal title
Tetrahedron
Serial Year
2004
Journal title
Tetrahedron
Record number
1087054
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