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氯化铝促进的通往()-2-甲基-1-丁烯-1,4-亚基合成子的简便异构化途径,用于高效且选择性地合成()-类异戊二烯。

AlCl-Promoted Facile -to- Isomerization Route to ()-2-Methyl-1-buten-1,4-ylidene Synthons for Highly Efficient and Selective ()-Isoprenoid Synthesis.

作者信息

Wang Guangwei, Negishi Ei-Ichi

出版信息

European J Org Chem. 2009 Apr;2009(11). doi: 10.1002/ejoc.200801188.

Abstract

Zr-catalyzed methylalumination of 3-butyn-1-ols followed by AlCl-promoted stereoisomerization at 50 °C for 6 h provides 4-iodo-3-methyl-3-buten-1-ols and of ≥98 configuration in 87 and 67% yields, respectively. ()-1,4-Diiodo-2-methyl-1-butene () obtainable by iodination of is a valuable synthon for efficient and selective syntheses of ()-alkene containing isoprenoids.

摘要

锆催化的3-丁炔-1-醇的甲基铝化反应,随后在50℃下AlCl促进的立体异构化反应6小时,分别以87%和67%的产率提供构型≥98%的4-碘-3-甲基-3-丁烯-1-醇。()-1,4-二碘-2-甲基-1-丁烯()可通过()的碘化反应获得,是用于高效和选择性合成含()-烯烃的类异戊二烯的有价值的合成子。

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