Regio- and stereoselective introduction of functional groups into 1-isoindolinone and 1(2H)-isoquinolone systems.
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概要
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The oxidation of 3<I>a</I>,4-dihydro-1-isoindolinone derivatives with MCPBA was carried out regio- and stereoselectively to afford the 5,6-epoxide products <B>2</B>. The ring opening reaction of <B>2</B> with amines, alcohols, and sodium azide gave homoallyl alcohol type of products, derived from the ring opening at C-5 of <B>2</B>. Lithium (cyano-<I>C</I>)methylcuprate reacted with <B>2</B> to give homoallyl and/or allyl alcohol, which is due to the conjugate addition to the C-7a position. This approach for selective introduction of functional groups into the heterocycles was extended for 3,4,4<I>a</I>,5-tetrahydro-1(2<I>H</I>)-isoquinolone system.
- 公益社団法人 日本化学会の論文
著者
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NOGUCHI Michihiko
Department of Applied Chemistry and Chemical Engineering
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Kajigaeshi Shoji
Department Of Applied Chemistry And Chemical Engineering Faculty Of Engineering Yamaguchi University
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Kakimoto Shinji
Department Of Industrial Chemistry
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Noguchi Michihiko
Department of Industrial Chemistry, Faculty of Engineering, Yamaguchi University
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Yoshioka Manabu
Department of Industrial Chemistry, Faculty of Engineering, Yamaguchi University
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