Catalytic enantiospecific [3+2] annulation of aminocyclopropanes with ketones |
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| Authors: | Benfatti Fides de Nanteuil Florian Waser Jérôme |
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| Affiliation: | Laboratory of Catalysis and Organic Synthesis, Ecole Polytechnique Fédérale de Lausanne, EPFL SB ISIC LCSO, BCH 4306, 1015 Lausanne, Switzerland. |
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| Abstract: | An almost familiar ring: The first enantiospecific [3+2] annulation of donor-acceptor aminocyclopropanes with ketones is reported (see scheme; Phth=phthaloyl). The reaction is catalysed by tin(IV) chloride (5?mol?%) at -78?°C and gives aminotetrahydrofurans bearing a quaternary C5 atom in high yield, diastereoselectivity and enantiospecificity (see scheme). |
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