Pederin: The Metallated Dihydropyran Approach. Stereoselective Reduction ofN-AcylimidatesviaRhodium-Catalysed Hydroboration
- 1 January 1991
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1991 (12) , 1191-1200
- https://doi.org/10.1055/s-1991-28418
Abstract
A synthesis of the insect toxin pederin (1) based upon the union of metallated dihydropyran 8 with the oxamate ester derivative 9 is described. Noteworthy features include (a) a new method for the construction of metallated dihydropyrans which tolerates heteroatom functionality and (b) a rhodium-catalyzed hydroboration reaction which enables stereocontrolled formation of the stereogenic centre at C10.Keywords
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