Journal of the Chemical Society. Perkin Transactions 1 (2001) p. 2357 - 2384 (2000)
Update date:2022-08-04
Topics:
Kocienski, Philip
Narquizian, Robert
Raubo, Piotr
Smith, Christopher
Farrugia, Louis J.
Muir, Kenneth
Boyle, F. Thomas
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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