New access to 1,3-dialkyl-2,3-dihydro-2-imino-1H-imidazoles and their application to the first total synthesis of naamine B, a marine 2,3-dihydro-2-imino-1,3-dimethyl-1H-imidazole alkaloid

被引：14

作者：

Kawasaki, I ^{[1
]}

Nakamura, S ^{[1
]}

Kakuno, A ^{[1
]}

Yamashita, M ^{[1
]}

Ohta, S ^{[1
]}

机构：

[1] Kyoto Pharmaceut Univ, Kyoto 6078414, Japan

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2001年 / 23期

关键词：

D O I：

10.1039/b108762b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1,3-Dialkyl-2,3-dihydro-2-imino-1H-imidazole derivatives are synthesized in 49-86% yield by treatment of 1,3-dialkyl-2-(phenylsulfanyl)imidazolium salts with primary carbamates or amides in the presence of a base such as LDA or NaH, and the first total synthesis of naamine B, a marine 2-imino-2,3-dimethyl-1,3-dihydro-1H- imidazole alkaloid, is achieved by application of this reaction as a key step.

引用

页码：3095 / 3099

页数：5

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