Total synthesis of rhein and diacerhein via a directed ortho metalation of an aromatic substrate

被引:29
作者
Gonnot, Vanessa
Tisserand, Steve
Nicolas, Marc
Baati, Rachid
Mioskowski, Charles
机构
[1] Univ Strasbourg 1, Fac Pharm, Synth Bio Organ, F-67401 Illkirch Graffenstaden 67401, France
[2] Labs Pierre Fabre, F-81600 Gaillac, France
关键词
directed ortho metalation; anthraquinone; rhein; diacerhein;
D O I
10.1016/j.tetlet.2007.07.218
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient total synthesis of rhein and diacerhein has been accomplished by relying on a remarkable regioselective directed ortho metalation (DOM) followed by a one-pot two step addition-cyclization reaction, generating phthalide 5 intermediate efficiently. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7117 / 7119
页数:3
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