Synthesis of protected allylic amines via palladium(0)-catalyzed amination of allylic acetates
โ Scribed by Nilantha S. Sirisoma; Patrick M. Woster
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 188 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
Synthesis of potential antiparisitic 5'-aminonucloesides such as 10 could not be accomplished using standard amination procedures. Palladium(0)-catalyzed amination of cyclic allylic acetates with benzylamine or phthalimide gave the corresponding protected amines. This method was then extended to the synthesis of target analogue 10.
๐ SIMILAR VOLUMES
The ruthenium-catalyzed highly linear selective allylic amination of monosubstituted allylic acetates with secondary amines was developed. The regioselectivity was controlled by the Ru 3 (CO) 12 /2-DPPBA catalyst, and a linear-type aminated product was obtained as a single regioisomer.
Palladium catalyzed reaction of ally1 acetates with azide ion gives ally1 azides, which are readily converted into the corresponding primary allylamines upon treatment with PPhS/NaOH. The catalytic transformation of allylic substrates via n-ally1 palladium complexes is now well d0cumented.l
## Abstract For Abstract see ChemInform Abstract in Full Text.