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Publikation
(Diphenylmethylene)amine [benzophenone imine, DPMA-H] cleanly reacts with a variety of α,β-unsaturated esters, nitriles, ketones, and aldehydes 1a-q to give Michael type adducts 2a-q, generally, in respectable to excellent yields. Sterically congested and donor-substituted Michael acceptors do not react. The β-amino-substituted products can be further transformed in their protected form, or selectively deprotected under mild conditions, e.g. by catalytic hydrogenation.
Bücher und Buchkapitel
Cyclopropane amino acids have attracted the attention of synthetically and biologically oriented chemists throughout the last decade. Most efforts have been directed towards 1-aminocyclopropane carboxyclic acid (ACC), the natural precursor of the phytohormone ethylene,1 and its derivatives. Other natural cyclopropane amino acids as well as artificial ones were used as enzyme inhibitors for receptor and metabolism studies.2 We report here a new synthetic approach to a wide variety of cyclopropyl-substituted amino acids including the natural products cleonin (1) (1-hydroxycyclopropyl-glycin)3 and 1-methylcyclopropyl- glycin (2).4
