Lewis acid mediated condensation reactions of α, β-unsaturated acids with 4-hydroxy-2-pyrones.: A concise structural assignment of Fleischmann's α,α-bispyrone and Praill's α,γ-bispyrone

Lewis acid mediated condensation reactions of α, β-unsaturated acids with 4-hydroxy-2-pyrones.: A concise structural assignment of Fleischmann's α,α-bispyrone and Praill's α,γ-bispyrone
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DOI:
10.1016/s0040-4039(00)00057-5
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发表时间:
2000-03-18
影响因子:
1.8
通讯作者:
Hsung, RP
Hsung, RP
中科院分区:
化学4区
文献类型:
--
作者:
Zehnder, LR;Dahl, JW;Hsung, RP

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通过探索 α,B-不饱和羧酸与 4-羟基-2-吡喃酮的路易斯酸介导的缩合反应,对 Fleischmann 的 α,α-双螺环酮 3 和 Praill 的 α,γ-双螺环酮 6 进行了明确的归属。该方案被证明可用于合成 arisugacin 的 BCDE 环四环类似物。 (C) 2000 Elsevier Science Ltd. 保留所有权利。
Unambiguous assignments of Fleischmann's alpha,alpha-bispyrone 3 and Praill's alpha,gamma-bispyrone 6 have been carried out by exploring Lewis acid mediated condensation reactions of oc, B-unsaturated carboxylic acids with 4-hydroxy-2-pyrones. This protocol is shown to be useful for synthesis of a BCDE-ring tetracyclic analog of arisugacin. (C) 2000 Elsevier Science Ltd. All rights reserved.