Synthetic studies on the pederin family of antitumour agents. Syntheses of mycalamide B, theopederin D and pederin

被引:0
作者
Kocienski, Philip [1 ]
Narquizian, Robert [1 ]
Raubo, Piotr [1 ]
Smith, Christopher [1 ]
Farrugia, Louis J. [1 ]
Muir, Kenneth [1 ]
Boyle, F. Thomas [1 ]
机构
[1] Department of Chemistry, Glasgow University, Glasgow, G12 8QQ, United Kingdom
来源
Journal of the Chemical Society, Perkin Transactions 1 | 2000年 / 15期
关键词
Crystalline materials - Nuclear magnetic resonance spectroscopy - Stereochemistry - Synthesis (chemical) - Tumors - X ray crystallography;
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摘要
The synthesis of mycalamide B, theopederin D and pederin, which are antitumour agents was discussed. All three compounds were prepared from 6-lithio-2,3-dimethyl-4-phenylselenomethyl-3,4-dihydro-2H-pyran and 2-(3-chloropropyl)-3,3-dimethyl-3,4-dihydro-2H-pyran-4-one. Ground state conformational models were proposed to explain the stereoselectivity of the reactions. The absolute and relative stereochemistry of the compounds has been established by X-ray crystallography and NMR studies.
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页码:2357 / 2384
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