Journal article
A novel stereoselective synthesis of N-heterocycles by intramolecular hydrovinylation
In
Royal Chemical Society. Journal. Perkin Transactions 1
—
2001, Volume 1, Issue 24, pp. 3305-3311
Abstract
A novel method for the synthesis of bicyclic amines has been developed. Cyclisation of 1,6-dienes by intramolecular hydrovinylation in the presence of catalytic amounts of allylpalladium chloride dimer afforded bicyclic amines in one step. Added phosphines, silver salts, as well as the nature of the N-protecting group influenced the yield and selectivity of the reactions.
Most strikingly, intramolecular hydrovinylation allowed the preparation of diastereomerically pure bicyclic amines as e.g. hexahydroindoles 2a-2d.
| Language: | English |
|---|---|
| Year: | 2001 |
| Pages: | 3305-3311 |
| ISSN: | 14770539 , 14770520 , 14727781 , 13645463 , 20508255 and 0300922x |
| Types: | Journal article |
| DOI: | 10.1039/b108310d |
| ORCIDs: | Tanner, David Ackland |
