A halide-initiated aza-Baylis-Hillman reaction: generation of unnatural amino acids |
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| Authors: | Lindsey O. Davis |
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| Affiliation: | Department of Chemistry, Wake Forest University, Salem 2, Winston-Salem, NC 27106, United States |
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| Abstract: | A series of allenic ketones react with a glyoxylate-derived imine in the presence of MgBr2 through an aza-Morita-Baylis-Hillman (MBH) reaction. The isolation of a variety of unnatural amino acids with unique allene-containing functional groups provides a conceptually new application of the aza-MBH. The reaction scope and preliminary mechanistic investigations are discussed. |
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| Keywords: | Aza-Baylis-Hillman Unnatural amino acids Allenic ketones Lewis acids |
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