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Pd(0) Complex prepared from Pd(dba)2 and chiral quinolinyl-oxazoline ligand can catalyze alkylation and cyclization reaction of 1, 4-dichlorobut-2-ene 1 with anion of N-(di- phenylmethylene)amino acetonitrile 2 to provide (E)-2-ethenyl-1-N-(diphenylmethylene) amino cyclopropane carbonitrile 3 with 100% de and 20% ee. Reduction of (E)-3 by diimide followed by acidic hydrolysis afforded (1S, 2S)-2-ethyl-1-aminocyclopropanecarboxylic acid 9, a natural product coronamic acid.
Pd (0) Complex prepared from Pd (dba) 2 and chiral quinolinyl-oxazoline ligand can catalyze alkylation and cyclization reaction of 1, 4-dichlorobut-2-ene with an anion of N- (di- phenylmethylene) amino acetonitrile 2 to provide (E) -2-ethenyl-1-N- (diphenylmethylene) amino cyclopropane carbonitrile 3 with 100% de and 20% ee. Reduction of (E) -3 by diimide followed by acidic hydrolysis afforded (1S, 2S) -2- ethyl-1-aminocyclopropanecarboxylic acid 9, a natural product coronamic acid.