Abstract
We report the syntheses of combretastatins D-2 and D-4 as well as a
formal synthesis of combretastatin D-1 by a conceptually new route
harnessing a ring-contracting flash vacuum pyrolytic extrusion of sulfur
dioxide from the respective 16-membered sulfone precursors. Via flash
vacuum pyrolysis, even metaparacyclophanes as small and strained as the
hitherto unknown oxa[1.5]metaparacyclophane could be prepared as a side
product en route to combretastatin D-2 by synchronous extrusion of SO2 and CO2.
Original language | English |
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Pages (from-to) | 579-587 |
Number of pages | 9 |
Journal | The Journal of Organic Chemistry |
Volume | 82 |
Issue number | 1 |
Early online date | 14 Dec 2016 |
DOIs | |
Publication status | Published - 6 Jan 2017 |
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Syntheses of combretastatins D-1, D-2, and D-4 via ring contraction by flash vacuum pyrolysis (dataset)
Harras, M. (Creator), Milius, W. (Creator), Aitken, R. A. (Creator) & Schobert, R. (Creator), Cambridge Crystallographic Data Centre, 19 Sept 2016
https://dx.doi.org/10.5517/ccdc.csd.cc1mj7x9
Dataset