One-pot preparation of 1H-naphtho[2,3-c]pyran-5,10-diones and its application to concise total synthesis of (±)-eleutherin and (±)-isoeleutherin

被引：27

作者：

Kobayashi, K ^{[1
]}

Uchida, M ^{[1
]}

Uneda, T ^{[1
]}

Tanmatsu, M ^{[1
]}

Morikawa, O ^{[1
]}

Konishi, H ^{[1
]}

机构：

[1] Tottori Univ, Fac Engn, Dept Mat Sci, Koyama, Tottori 6808552, Japan

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 42期

关键词：

quinones; pyrans; enamines; imines;

D O I：

10.1016/S0040-4039(98)01683-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1H-Naphtho[2,3-c]pyran-5,10-dione derivatives, including a natural product (pentalongin), were generally synthesized in one-pot using a tandem conjugate addition-cyclization sequence between 2-(1-hydroxyalkyl)-1,4-naphthoquinones and enamines (or imines). The utility of this method was demonstrated in the synthesis of pyranonaphthoquinone antibiotics, (+/-)-eleutherin and (+/-)-isoeleutherin. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：7725 / 7728

页数：4

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