New strategy for the diastereoselective synthesis of bicyclic “pre-activated” analogues of cyclophosphamide
✍ Scribed by P. Maynard-Faure; C. Gonser; V. Vaime; D. Bouchu
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 346 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The dias~lective syathesis of "preactivated" analogues of cyclophc+amide in the 3-fbis(2-ehltrocthyl)amino]-2-aza-4$dioxa-3-phosphabicyclo(4.3.O)nonane 3-oxide series is described, using either the phosphcrylation of an azidoalcohol followed by a reductive cyclisation or the phospharylation of an ace&l alcohol followed by an unprecedent direct Lewis acid catalyzed it~tramde~ular substitution.
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A ready asymmetric synthesis of 3Ј-oxathionucleosides has overall yield and considerable enantiomeric excesses. It represents a general synthetic path to prepare a wide range been accomplished in three main steps from benzoyloxyethanal. The synthesis is characterized by high of heterosubstituted sul