Proceedings of the Symposium on Progress in Organic Reactions and Syntheses
29th Symposium on Progress in Organic Reactions and Syntheses
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Poster Presentations
A New Entry to Aza-Heterocycles via Endo-Mode Cyclization of Allenyl Sulfones
*Minoru KobayashiShinji KitagakiChisato Mukai
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CONFERENCE PROCEEDINGS FREE ACCESS

Pages 20-21

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Abstract

In recent years, functionalized allenes have received considerable attention due to their high and unique chemical reactivity. During the course of our studies on the development of an efficient method for the construction of oxacycles, we have recently found that the endo-mode intramolecular ring closure of allenes having a phenylsulfonyl functionality with a terminal hydroxy group proceeded very efficiently, and this protocol could be extended to the synthesis of carbocycles. Herein, we report that tandem reduction of internal azido moiety and endo-mode ring closure of sulfonylallene gives aza-heterocycles in good yields. In addition, the preliminary results on the intramolecular ring closure reaction of the allenyl sulfones with amido functionality will also be described.

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© 2003 The Pharmaceutical Society of Japan
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