| Popis: |
In the presence of hydrochloric acid and under oxygen purging, N-nitrosodimethylamine photolytically adds to 1-arylpropenes regiospecifically to give erythro- and threo-α-amino nitrates as the primary products which can then be reduced, using lithium aluminium hydride, to give α-amino alcohols or can undergo substitution reactions under photochemical conditions. The stereochemical courses of the addition, as well as the solvolysis of the diastereoisomeric α-amino nitrates with intramolecular amino group participation, are discussed in order to explain the product distributions. |
