Synthesis of 3-hydroxyindolin-2-one alkaloids, (±)-donaxaridine and (±)-convolutamydines A and E, through enolization-Claisen rearrangement of 2-allyloxyindolin-3-ones

被引：109

作者：

Kawasaki, T ^{[1
]}

Nagaoka, M ^{[1
]}

Satoh, T ^{[1
]}

Okamoto, A ^{[1
]}

Ukon, R ^{[1
]}

Ogawa, A ^{[1
]}

机构：

[1] Meiji Pharmaceut Univ, Kiyose, Tokyo 2048588, Japan

来源：

TETRAHEDRON | 2004年 / 60卷 / 15期

关键词：

DBU; allylalcohol; osmium tetraoxide; wacker oxidation; molybdenum peroxide;

D O I：

10.1016/j.tet.2004.02.031

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Claisen rearrangement triggered by enolization of 2-allyloxyindolin-3-ones with DBU was performed in order to prepare 3-allyl-3-hydroxyindolin-2-ones. Total synthesis of 3-hydroxyindolin-2-one alkaloids, (+/-)-donaxaridine, as well as (+/-)-convolutamydines A and E , was achieved by transformation of the allyl moiety of 3-allyl-3-hydroxyindolin-2-ones. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：3493 / 3503

页数：11

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