Sequential Pericyclic Reaction of Ene-diallenes:  An Efficient Approach to the Steroid Skeleton

Sequential Pericyclic Reaction of Ene-diallenes:  An Efficient Approach to the Steroid Skeleton

The one-pot construction of polycyclic aromatic systems from acyclic ene-bis(propargyl alcohols) was achieved through a tandem dual [2,3]-sigmatropic rearrangement/6π-electrocyclic reaction/intramolecular [4 + 2] cycloaddition sequence. A steroidal compound was conveniently synthesized using the pre...

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Veröffentlicht in:Organic letters 2006-01, Vol.8 (1), p.95-98
Hauptverfasser: Kitagaki, Shinji, Ohdachi, Kazuhiro, Katoh, Kumiko, Mukai, Chisato
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container_title Organic letters
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creator Kitagaki, Shinji
Ohdachi, Kazuhiro
Katoh, Kumiko
Mukai, Chisato
description The one-pot construction of polycyclic aromatic systems from acyclic ene-bis(propargyl alcohols) was achieved through a tandem dual [2,3]-sigmatropic rearrangement/6π-electrocyclic reaction/intramolecular [4 + 2] cycloaddition sequence. A steroidal compound was conveniently synthesized using the present method.
doi_str_mv 10.1021/ol0525720
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title Sequential Pericyclic Reaction of Ene-diallenes:  An Efficient Approach to the Steroid Skeleton
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