Journal | Organic Letters |
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Date | E-pub ahead of print - 2 May 2014 |
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Date | Published (current) - 2014 |
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Issue number | 10 |
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Volume | 16 |
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Number of pages | 4 |
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Pages (from-to) | 2772-2775 |
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Early online date | 2/05/14 |
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Original language | English |
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A one-pot C-H insertion/olefination sequence for the conversion of α-diazo-α-(dialkoxyphosphoryl)acetates into α-alkylidene-γ-butyrolactones is reported. The key C-H insertion process is achieved using a catalytic amount of a dirhodium carboxylate catalyst, using operationally simple conditions. The size and electronic properties of the attached substituents were found to influence the regio- and diastereoselectivity of the process. The utility of the process is demonstrated by the synthesis of a known Staphylococcus aureus (MRSA) virulence inhibitor.