Asymmetric Phase Transfer Catalysed Michael Addition of Γ-Butenolide and N-Boc-Pyrrolidone to 4-Nitro-5-styrylisoxazoles

Herein we report the addition of acidic γ-butenolide and N-Boc-pyrrolidone to 4-nitro-5-styrylisoxazoles, a popular class of cinnamic ester synthetic equivalent. The reactions proceeded under the catalysis of Cinchona-based phase-transfer catalysts. Functionalised γ-butenolides were obtained in good isolated yields and moderate enantioselectivity (up to 74% ee).