Progress toward the total synthesis of ciguatoxins: A convergent synthesis of the FGHIJKLM ring fragment

被引：56

作者：

Takakura, H

Sasaki, M ^{[1
]}

Honda, S

Tachibana, K

机构：

[1] Tohoku Univ, Grad Sch Life Sci, Lab Biostruct Chem, Aoba Ku, Sendai, Miyagi 9818555, Japan

[2] Univ Tokyo, Grad Sch Sci, Dept Chem, Tokyo 1130033, Japan

[3] Japan Sci & Technol Corp, JST, CREST, Tokyo 1130033, Japan

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 16期

关键词：

D O I：

10.1021/ol026306n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] A highly convergent synthetic route to the FGHIJKLM ring fragment of ciguatoxins has been developed, which relied on extensive use of the B-alkyl Suzuki-Miyaura coupling reaction.

引用

页码：2771 / 2774

页数：4

共 62 条

[41]

Sasaki M, 2000, SYNLETT, P838

[42] Convergent synthesis of an HIJK ring model of ciguatoxin via Suzuki cross-coupling reaction [J].

Sasaki, M ;

Noguchi, K ;

Fuwa, H ;

Tachibana, K .

TETRAHEDRON LETTERS, 2000, 41 (09) :1425-1428

[43] Convergent and stereoselective method for synthesis of O-linked oxepane ring system by intramolecular radical cyclization [J].

Sasaki, M ;

Inoue, M ;

Noguchi, T ;

Takeichi, A ;

Tachibana, K .

TETRAHEDRON LETTERS, 1998, 39 (18) :2783-2786

[44] A general method for convergent synthesis of polycyclic ethers based on Suzuki cross-coupling: Concise synthesis of the ABCD ring system of ciguatoxin [J].

Sasaki, M ;

Fuwa, H ;

Ishikawa, M ;

Tachibana, K .

ORGANIC LETTERS, 1999, 1 (07) :1075-1077

[45] Synthesis of the FGH ring fragment of ciguatoxin [J].

Sasaki, M ;

Noguchi, T ;

Tachibana, K .

TETRAHEDRON LETTERS, 1999, 40 (07) :1337-1340

[46] New strategy for convergent synthesis of trans-fused polyether frameworks based on palladium-catalyzed Suzuki cross-coupling reaction [J].

Sasaki, M ;

Fuwa, H ;

Inoue, M ;

Tachibana, K .

TETRAHEDRON LETTERS, 1998, 39 (49) :9027-9030

[47] Stereocontrolled synthesis of the JKLM ring fragment of ciguatoxin [J].

Sasaki, M ;

Inoue, M ;

Takamatsu, K ;

Tachibana, K .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (26) :9399-9415

[48] Isolation and structures of new ciguatoxin analogs, 2,3-dihydroxyCTX3C and 51-hydroxyCTX3C, accumulated in tropical reef fish [J].

Satake, M ;

Fukui, M ;

Legrand, AM ;

Cruchet, P ;

Yasumoto, T .

TETRAHEDRON LETTERS, 1998, 39 (10) :1197-1198

[49] THE STRUCTURE OF CTX3C, A CIGUATOXIN CONGENER ISOLATED FROM CULTURED GAMBIERDISCUS-TOXICUS [J].

SATAKE, M ;

MURATA, M ;

YASUMOTO, T .

TETRAHEDRON LETTERS, 1993, 34 (12) :1975-1978

[50] The absolute configuration of ciguatoxin [J].

Satake, M ;

Morohashi, A ;

Oguri, H ;

Oishi, T ;

Hirama, M ;

Harada, N ;

Yasumoto, T .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (46) :11325-11326

← 1 2 3 4 5 6 7 →