Intramolecular 4 + 3 cycloadditions. Aspects of stereocontrol in the synthesis of cyclooctanoids. A synthesis of (+)-dactylol.
[reaction: see text] The judicious placement of stereocenters on precursors for 4 + 3 cycloaddition reactions can lead to high levels of stereocontrol in the 4 + 3 cycloaddition process of cyclopentenyl cations and tethered butadienes. This concept was successfully tested in the context of a synthesis of (+)-dactylol.
Harmata
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Department of Chemistry, University of Missouri-Columbia, Columbia, Missouri 65211, USA. harmatam@missouri.edu
Rashatasakhon
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