Abstract
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.
Original language | English |
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Pages (from-to) | 2772-2775 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 16 |
Issue number | 10 |
Early online date | 2 May 2014 |
DOIs | |
Publication status | Published - 2014 |