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An efficient method for the preparation of N,N-disubstituted 1,2-diamines
β Scribed by Judith M Mitchell; Nathaniel S Finney
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 62 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
C 2 -Symmetric 1,2-diamines are useful precursors to numerous reagents used in asymmetric synthesis and catalysis. We report here an efficient protocol for converting the two most commonly used trans-1,2-diamines to N,N-disubstituted derivatives, a transformation that simplifies the preparation of non-C 2 -symmetric diamines. Central to the method is the high-yielding conversion of the diamines to the corresponding monoacetylated derivatives via imidazoline intermediates.
π SIMILAR VOLUMES
A simple method for the preparation of N,N%-dimethyl-1,2-diamines is described. The method requires the dimethylation of a diazaphospholidine oxide followed by acid-catalysed hydrolysis.
Although organometallic compounds are known to react with carboxamides to yield ketones [l]. N,N-disubstituted carbamates (DSC) have not previously been used for their preparation. Thus, interaction-of two equivalents of an organometallic compound with one equivalent of DSC (0.5 -3 hours at -70' to