Enantiocontrolled Construction of Tricyclic Furan Derivatives via an Asymmetric Diels−Alder Reaction

The two enantiomers of trycyclic furan derivatives were prepared respectively from Diels−Alder reactions of oxycyclic dienes 3a and 3b, followed by degradation of the 2-(benzyloxy)ethyl group. Compounds 3a and 3b can be selectively synthesized by [3+2]-cycloaddition of vinylpropargyltungsten complex...

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Veröffentlicht in:Organic letters 2001-05, Vol.3 (9), p.1295-1298
Hauptverfasser: Pai, Chung-Cheng, Liu, Rai-Shung
Format: Artikel
Sprache:eng
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Zusammenfassung:The two enantiomers of trycyclic furan derivatives were prepared respectively from Diels−Alder reactions of oxycyclic dienes 3a and 3b, followed by degradation of the 2-(benzyloxy)ethyl group. Compounds 3a and 3b can be selectively synthesized by [3+2]-cycloaddition of vinylpropargyltungsten complex with (2S)-(benzyloxy)-propanal.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol015622j