通过膦催化 δ-乙酰氧基丙炔酸酯和酮的（4 + 2）环加成反应构建稠合 1,3-环己二烯
Construction of Complex 1,3-Cyclohexadienes via Phosphine-Catalyzed (4 + 2) Annulations of δ-Acetoxy Allenoates and Ketones.
机构信息
Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, School of Petrochemical Engineering, Changzhou University , 1 Gehu Road, Changzhou, 213164, China.
出版信息
Org Lett. 2017 Oct 6;19(19):5462-5465. doi: 10.1021/acs.orglett.7b02787. Epub 2017 Sep 27.
The phosphine-catalyzed substrate-dependent (4 + 2) annulations of δ-acetoxy allenoates with ketones is described. Allenoates 1 with an alkyl substituent at δC are able to react with cyclic 1,3-diketones 2, wherein the δC is attacked by the methenyl carbon of 2 while the αC attacks the ketone of 2. Allenoates 5 with an aryl group at δC is poised to react with cyclic β-carbonyl amides 6, in which the αC is attacked by the methenyl carbon of 6 and the δC undergoes 1,2-addition to the ketone of 6.
描述了膦催化的 δ-乙酰氧基丙二烯酸酯与酮的底物依赖性（4 + 2）环化反应。δC 位有烷基取代基的丙二烯酸酯 1 能够与环状 1,3-二酮 2 反应，其中 δC 被 2 的亚甲基碳进攻，而 αC 进攻 2 的酮。δC 位有芳基取代基的丙二烯酸酯 5 与环状β-羰基酰胺 6 反应，其中 αC 被 6 的亚甲基碳进攻，而 δC 与 6 的酮发生 1,2-加成。
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