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A New Strategy for the Stereoselective Synthesis of 1,2,3-trisubstituted Cyclopropanes

Böhm, Claudius, Schinnerl, Marina, Bubert, Christian, Zabel, Manfred, Labahn, Thomas, Parisini, Emilio and Reiser, Oliver (2000) A New Strategy for the Stereoselective Synthesis of 1,2,3-trisubstituted Cyclopropanes. Eur. J. Org. Chem. 2000 (16), pp. 2955-2965.

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Other URL: http://dx.doi.org/10.1002/1099-0690(200008)2000:16<2955::AID-EJOC2955>3.0.CO;2-3


The stereoselective synthesis of highly functionalized 1,2,3-trisubstituted cyclopropanes 1 and 2, starting from readily available furans 3 or N-protected pyrrole 4, is described. Furthermore, exceptionally high diastereocontrol in agreement with the Felkin-Anh model was observed for the addition of nucleophiles to the title compounds.

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Item type:Article
Date:August 2000
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
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Keywords:Aldol reactions; Amino aldehydes; Donor-acceptor cyclopropanes; Felkin-Anh rule; Nucleophilic additions
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Unknown
Item ID:314
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