Asymmetric synthesis and fragmentation reactions of 2-alkyl- and 2,4-dialkyl-3-iodo-1-oxocyclohexan-2,4-carbolactones.: Single enantiomer preparation of Δα,β-butenolides, 2-alkyl-4-hydroxy-2-cyclohexen-1-ones and butyrolactones.
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Schultz, AG
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Rensselaer Polytech Inst, Dept Chem, Troy, NY 12180 USARensselaer Polytech Inst, Dept Chem, Troy, NY 12180 USA
Schultz, AG
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Dai, MS
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Rensselaer Polytech Inst, Dept Chem, Troy, NY 12180 USARensselaer Polytech Inst, Dept Chem, Troy, NY 12180 USA
Dai, MS
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Khim, SK
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Rensselaer Polytech Inst, Dept Chem, Troy, NY 12180 USARensselaer Polytech Inst, Dept Chem, Troy, NY 12180 USA
Khim, SK
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Pettus, LP
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Rensselaer Polytech Inst, Dept Chem, Troy, NY 12180 USARensselaer Polytech Inst, Dept Chem, Troy, NY 12180 USA
Pettus, LP
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Thakkar, K
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Rensselaer Polytech Inst, Dept Chem, Troy, NY 12180 USARensselaer Polytech Inst, Dept Chem, Troy, NY 12180 USA
Thakkar, K
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]
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[1] Rensselaer Polytech Inst, Dept Chem, Troy, NY 12180 USA
Fragmentation reactions of keto iodolactones 4 provide access to butenolides 5, 2-alkyl-4-hydroxy-2-cyclohexen-1-ones 6, and butyrolactones 9. Delta(alpha,beta)-Butenolides 5e and 5f were converted to heterocycles 14-16 by way of intramolecular cycloaddition reactions. (C) 1998 Elsevier Science Ltd. All rights reserved.