Synthetic studies on the pederin family of antitumour agents. Syntheses of mycalamide B, theopederin D and pederin
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作者:
Kocienski, Philip
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Department of Chemistry, Glasgow University, Glasgow, G12 8QQ, United KingdomDepartment of Chemistry, Glasgow University, Glasgow, G12 8QQ, United Kingdom
Kocienski, Philip
[1
]
Narquizian, Robert
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机构:
Department of Chemistry, Glasgow University, Glasgow, G12 8QQ, United KingdomDepartment of Chemistry, Glasgow University, Glasgow, G12 8QQ, United Kingdom
Narquizian, Robert
[1
]
Raubo, Piotr
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Department of Chemistry, Glasgow University, Glasgow, G12 8QQ, United KingdomDepartment of Chemistry, Glasgow University, Glasgow, G12 8QQ, United Kingdom
Raubo, Piotr
[1
]
Smith, Christopher
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机构:
Department of Chemistry, Glasgow University, Glasgow, G12 8QQ, United KingdomDepartment of Chemistry, Glasgow University, Glasgow, G12 8QQ, United Kingdom
Smith, Christopher
[1
]
Farrugia, Louis J.
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Department of Chemistry, Glasgow University, Glasgow, G12 8QQ, United KingdomDepartment of Chemistry, Glasgow University, Glasgow, G12 8QQ, United Kingdom
Farrugia, Louis J.
[1
]
Muir, Kenneth
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机构:
Department of Chemistry, Glasgow University, Glasgow, G12 8QQ, United KingdomDepartment of Chemistry, Glasgow University, Glasgow, G12 8QQ, United Kingdom
Muir, Kenneth
[1
]
Boyle, F. Thomas
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机构:
Department of Chemistry, Glasgow University, Glasgow, G12 8QQ, United KingdomDepartment of Chemistry, Glasgow University, Glasgow, G12 8QQ, United Kingdom
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.