Stereoselective synthesis of ABC-ring system of hemibrevetoxin B

被引：24

作者：

Matsukura, H ^{[1
]}

Morimoto, M ^{[1
]}

Nakata, T ^{[1
]}

机构：

[1] RIKEN, INST PHYS & CHEM RES, WAKO, SAITAMA 35101, JAPAN

来源：

CHEMISTRY LETTERS | 1996年 / 06期

关键词：

D O I：

10.1246/cl.1996.487

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The 6, 6, 7-membered tricyclic ether ring system (ABC-ring) of hemibrevetoxin B was stereoselectively synthesized. The crucial steps in the present synthesis involve the ring expansion of tetrahydropyran to oxepane, 6-endo cyclization of epoxy alcohol, and insertion of a C-4 unit to the A-ring.

引用

页码：487 / 488

页数：2

共 16 条

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Nakata, T ;

Nomura, S ;

Matsukura, H ;

Morimoto, M .

TETRAHEDRON LETTERS, 1996, 37 (02) :217-220

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Nakata, T ;

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TETRAHEDRON LETTERS, 1996, 37 (02) :213-216

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[15] TOTAL SYNTHESIS OF HEMIBREVETOXIN-B AND (7A-ALPHA)-EPI-HEMIBREVETOXIN-B [J].

NICOLAOU, KC ;

REDDY, KR ;

SKOKOTAS, G ;

SATO, F ;

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HWANG, CK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (09) :3558-3575

[16] THE STRUCTURE OF HEMIBREVETOXIN-B - A NEW TYPE OF TOXIN IN THE GULF OF MEXICO RED TIDE ORGANISM [J].

PRASAD, AVK ;

SHIMIZU, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (16) :6476-6477

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