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Synthesis 2007(12): 1882-1886
DOI: 10.1055/s-2007-983709
DOI: 10.1055/s-2007-983709
PAPER
© Georg Thieme Verlag Stuttgart · New York
A Novel Short Approach to (Z)-Pulchellalactam through Transition-Metal-Catalyzed Atom-Transfer Radical Cyclization of 1-Isopropylprop-2-enyl Dichloroacetate
Weitere Informationen
Received
27 March 2007
Publikationsdatum:
08. Juni 2007 (online)
Publikationsverlauf
Publikationsdatum:
08. Juni 2007 (online)
![](https://www.thieme-connect.de/media/synthesis/200712/lookinside/thumbnails/10.1055-s-2007-983709-1.jpg)
Abstract
A new, five-step route to (Z)-pulchellalactam, a CD45 protein tyrosine phosphatase inhibitor, is presented. Key steps are the copper(I) chloride-bipyridyl catalyzed atom-transfer radical cyclization of an appropriate allyl α,α-dichloroacetate and the subsequent dehydrochlorination/prototropic rearrangement of the resulting dichlorolactone.
Key words
cyclizations - eliminations - lactams - lactones - radical reactions
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