Construction of the six- and five-membered aza-heterocyclic units of the isoindoloisoquinolone nucleus by Parham-type cyclization sequences - Total synthesis of nuevamine

Construction of the six- and five-membered aza-heterocyclic units of the isoindoloisoquinolone nucleus by Parham-type cyclization sequences - Total synthesis of nuevamine
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DOI:
10.1002/ejoc.200500312
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发表时间:
2005-08-12
影响因子:
2.8
通讯作者:
Grandclaudon, P
Grandclaudon, P
中科院分区:
化学3区
文献类型:
--
作者:
Moreau, A;Couture, A;Grandclaudon, P

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介绍了一种有效的合成异吲哚并[1,2-a]异喹诺酮的方法,该方法基于两个Parham型环化反应,允许从氨基甲酸酯或二酰胺前体形成五元和六元含氮环。生物碱新瓦明的全合成进一步说明了该方法的合成潜力。((c)Wiley-VCH Verlag GmbH & Co. KGaA,69451魏因海姆,德国,2005)
An efficient methodology for the synthesis of isoindolo[1,2-a]isoquinolones based on two Parham-type cyclizations allowing the formation of the five- and six-membered nitrogenated rings from carbamate or diacylamine precursors is described. The synthetic potential of this method has been further illustrated by the total synthesis of the alkaloid nuevamine. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)