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Diastereoselective Synthesis of Highly Substituted Five-Membered-Ring Oxygen Heterocycles by Zirconocene-Mediated C-C
Dieter Enders1, Manfred Kroll1, Gerhard Raabe1
1Institut für Organische Chemie der Technischen Hochschule, Professor-Pirlet-Strasse 1, D-52074 Aachen (Germany), Fax: (+49) 241-8888127.
Abstract:
As homoenolate equivalents, zirconocene-1-aza-1,3-diene complexes were used for the first time in stereoselective synthesis. By insertion of an unsymmetrical ketone in the Zr-C σ bond, sterically demanding trisubstituted dihydro- and tetrahydrofuran derivatives were prepared in good overall yields and with high diastereoselectivities (see below).
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