Total synthesis of (+)-spiculoic acid A

被引：14

作者：

Matsumura, Daisuke ^{[1
]}

Toda, Takumi ^{[1
]}

Hayamizu, Takashi ^{[1
]}

Sawamura, Kiyoto ^{[1
]}

Takao, Ken-ichi ^{[1
]}

Tadano, Kin-ichi ^{[1
]}

机构：

[1] Keio Univ, Dept Appl Chem, Kohoku Ku, Yokohama, Kanagawa 2238522, Japan

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 26期

关键词：

(+)-Spiculoic acid A; Total synthesis; Marine natural product; Cytotoxicity; Intramolecular Diels-Alder reaction; Suzuki-Miyaura coupling; SPONGE PLAKORTIS-ZYGGOMPHA; DESS-MARTIN PERIODINANE; SECONDARY ALCOHOLS; NATURAL-PRODUCT; POLYKETIDES; OXIDATION; ALDEHYDES; PALLADIUM; SYSTEM;

D O I：

10.1016/j.tetlet.2009.02.101

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The total synthesis of natural (+)-spiculoic acid A, a new cytotoxic marine natural product of polyketide origin, has been accomplished for the first time. The key step of the total synthesis was a stereciselective and high-yielding intramolecular Diels-Alder reaction of a highly functionalized (E,E,E)-2,7,9-dodecanal derivative for the construction of the core tetrahydroindan-2-one skeleton. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：3356 / 3358

页数：3

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