Application of (S)- and (R)-methyl pyroglutamates as inexpensive, yet highly efficient chiral auxiliaries in the asymmetric Michael addition reactions |
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| Authors: | Chaozhong Cai Rohit Tiwari Vadim A Soloshonok |
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| Institution: | a Department of Chemistry and Biochemistry, University of Oklahoma, Norman, OK 73019, USA
b Department of Chemistry, University of Arizona, Tucson, AZ 85721, USA |
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| Abstract: | Methyl N-(E-enoyl)pyroglutamates, derived from inexpensive and readily available in both enantiomeric forms pyroglutamic acid were found to be an efficient Michael acceptors in the addition reactions with nucleophilic glycine equivalent allowing for an efficient practical asymmetric synthesis of β-substituted pyroglutamic acids and related compounds. |
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| Keywords: | Asymmetric synthesis Michael addition Pyroglutamate Ni(II)-complex |
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