A Synthetic Entry into the Taiwaniaquinoids Based on a Biogenetic Hypothesis: Total Synthesis of (-)-Taiwaniaquinone H

A Synthetic Entry into the Taiwaniaquinoids Based on a Biogenetic Hypothesis: Total Synthesis of (-)-Taiwaniaquinone H
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DOI:
10.1002/chem.201001085
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发表时间:
2010-01-01
影响因子:
4.3
通讯作者:
Gademann, Karl
Gademann, Karl
中科院分区:
化学2区
文献类型:
--
作者:
Jana, Chandan Kumar;Scopelliti, Rosario;Gademann, Karl

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少碳:根据生物遗传学的建议,c19台湾aquinids的不寻常的碳骨架是由c20前体的分子内苯甲酸重排得到的。然后进行无保护基团的全合成,制备(-)-台湾喹酮H(见方案)。©2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim。
(Chemical Equation Presented) Less carbon: Following a biogenetic proposal, the unusual 6-5-6 carbon skeleton of C 19 taiwaniaquinoids was obtained by an intramolecular benzilic acid rearrangement from a C 20 precur-sor. A protecting-group-free total synthesis then allowed for the preparation of (-)-taiwaniaquinone H (see scheme).© 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.