Diastereoselective Baylis–Hillman reaction using N-glyoxyloyl camphorpyrazolidinone as an electrophile: synthesis of optically pure 2-hydroxy-3-methylene succinic acid derivative

The camphorpyrazolidinone derived N-glyoxylate was efficiently prepared and used as an electrophile in the Baylis–Hillman reaction under classical DABCO catalyzed conditions. The corresponding 2-hydroxy-3-methylene succinic acid derivative was generally obtained with excellent diastereoselectivity and moderate chemical yields (51–75%).