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A New Access Route to Functionalized Cispentacins from Norbornene β‐Amino Acids
Authors:Dr Loránd Kiss  Maria Cherepanova  Dr Enikő Forró  Prof Ferenc Fülöp
Institution:1. Institute of Pharmaceutical Chemistry, University of Szeged, 6720 Szeged, E?tv?s u. 6, (Hungary);2. Stereochemistry Research Group of the Hungarian Academy of Sciences, University of Szeged, 6720 Szeged, E?tv?s u. 6, (Hungary)
Abstract:An efficient and simple new stereocontrolled access route to novel disubstituted cispentacin derivatives with multiple stereogenic centers from norbornene β‐lactam has been developed. The synthesis involves olefinic bond functionalization by dihydroxylation followed by oxidative ring cleavage and transformation of the dialdehyde intermediate through a Wittig reaction.
Keywords:cyclopentanes  enzymatic resolution  oxidation  stereochemistry  Wittig reactions
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