Oxidative photoaddition of N-nitrosodimethylamine to 1-phenylpropenes
Autor: | Zheng‐Zhi Wu, Yuan L. Chow |
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Rok vydání: | 2010 |
Předmět: | |
Zdroj: | Recueil des Travaux Chimiques des Pays-Bas. 105:312-316 |
ISSN: | 0165-0513 |
DOI: | 10.1002/recl.19861050914 |
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. |
Databáze: | OpenAIRE |
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