Anchimeric assistance with intermediary N-alkoxyaziridinium salts. Formation of vicinal aminoalcohols and derivatives
✍ Scribed by D.R. Williams; M.H. Osterhout; J.M. McGill
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 243 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Intramolecular todoaminatiins have afforded pyrrolidino iodides. &tides are transformed to 6-aminoalcohols with net retention of configuration. Intramolecular partidpation of proximate esters results in a double ring closure of cyclic amination and vicinal lactonization. Studies of iodoaminations of bis-homoallylic-N-methoxymethyleneoxyamines 1 have been described as a route toward 2,3-and 2,5_disubstituted pyrroltdines. 1 Nucleophilic substitution reactions of 6-aminoalkyl halides have long been recognized as important examples of anchimerfc assistance stemming from their high reactivity as so called nitrogen mustards. In recent years a number of studies have examined the stereospecificity intrinsic in neighboring group