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Tandem one-pot synthesis of α-(aminomethylene)-γ-butyrolactones via regioselective epoxide ring-opening with the Blaise reaction intermediate

✍ Scribed by Young Ok Ko; Yu Sung Chun; Youngmee Kim; Sung Jin Kim; Hyunik Shin; Sang-gi Lee

Publisher
Elsevier Science
Year
2010
Tongue
French
Weight
668 KB
Volume
51
Category
Article
ISSN
0040-4039

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✦ Synopsis

A novel tandem one-pot method for the synthesis of a-aminomethylene-c-butyrolactone derivatives has been developed through the regioselective epoxide opening reactions with the Blaise reaction intermediates, generated by the reaction of a Reformatsky reagent with nitriles. Formation of a modified Blaise reaction intermediate by the addition of a stoichiometric amount of n-BuLi followed by slow addition of epoxide is required for the good yield of c-butyrolactones.

📜 SIMILAR VOLUMES

ChemInform Abstract: Tandem One-Pot Synt
ChemInform Abstract: Tandem One-Pot Synthesis of α-(Aminomethylene)-γ-butyrolactones via Regioselective Epoxide Ring-Opening with the Blaise Reaction Intermediate.
✍ Young Ok Ko; Yu Sung Chun; Youngmee Kim; Sung Jin Kim; Hyunik Shin; Sang-gi Lee 📂 Article 📅 2011 🏛 John Wiley and Sons ⚖ 37 KB 👁 1 views

## Abstract The reaction of the Reformatsky reagent derived from ethyl bromoacetate and subsequent coupling of the resulting Blaise intermediate with oxiranes allows the synthesis of the title compounds in fair yields.