Synthesis of the AC Ring of Paclitaxel: Formation of the C Ring by [3+2] Cycloaddition with a Preformed A Ring

Abstract The stereoselective formation of the C ring was accomplished by nitrile oxide [3+2] cycloaddition of an intermediate with the A ring already constructed. We found that stereoelectronic effect to a 1,1-substituted alkene moiety is important in the reaction.

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Bibliographic Details
Published in:Synlett 2005-03, Vol.2005 (5), p.0866-0868
Main Authors: Nakai, Kazuoki, Doi, Takayuki, Takahashi, Takashi
Format: Article
Language:English
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Summary:Abstract The stereoselective formation of the C ring was accomplished by nitrile oxide [3+2] cycloaddition of an intermediate with the A ring already constructed. We found that stereoelectronic effect to a 1,1-substituted alkene moiety is important in the reaction.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2005-863739