First Total Synthesis of Naturally Occurring (−)-Nitidon and Its Enantiomer
First Total Synthesis of Naturally Occurring (−)-Nitidon and Its Enantiomer
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DOI：
10.1002/ejoc.200400101
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发表时间：
2004-06
影响因子：
2.8
通讯作者：
F. Bellina;A. Carpita;Luca Mannocci;R. Rossi*
中科院分区：
文献类型：
--
作者：
F. Bellina;A. Carpita;Luca Mannocci;R. Rossi*
The first total synthesis of naturally occurring (−)-nitidon and its enantiomer is reported. The best of the routes investigated for preparation of these enantiomerically pure compounds involves a modification of the Cadiot−Chodkiewicz reaction and the Sharpless asymmetric epoxidation of an (E)-2-ene-4,6-diyn-1-ol as key steps and proceeds in five steps and 18% overall yield. Both enantiomers of nitidon and some related 6-(1,3-diyn-1-yl)-2H-pyran-2-ones have been found to exhibit significant cytotoxic activity against human cancer cell lines in vitro. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
