Abstract
A new, wide ranging, synthetically powerful, catalytic tandem cyclisation-anion capture process is proposed which depends on the rate of cyclisation of an organopalladium specifies (RPdX) onto a proximate alkene or diene being significantly faster than anion exchange and reductive elimination in the sequence RPdX --> RPdY --> RY + Pd(0). The catalytic cyclisation - anion capture sequence is illustrated for hydride capture by a wide variety of substrates giving rise to fused- and spiro-, carbo- and hetero-cyclic systems, regio- and stereo-specifically.
Original language | English |
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Pages (from-to) | 7297-7320 |
Number of pages | 24 |
Journal | Tetrahedron |
Volume | 48 |
Issue number | 35 |
Publication status | Published - 28 Aug 1992 |
Keywords
- PALLADIUM
- CATALYSIS
- CYCLIZATION
- HYDRIDE CAPTURE
- TANDEM PROCESS
- METAL-PROMOTED CYCLIZATION
- 5-EXO-TRIG-VERSUS 6-ENDO-TRIG CYCLIZATIONS
- STEREOSELECTIVE TOTAL SYNTHESIS
- INTRAMOLECULAR HECK REACTIONS
- BIS-EXOCYCLIC DIENES
- POLYENE CYCLIZATIONS
- CRYSTAL-STRUCTURE
- CARBON CENTERS
- SILVER-NITRATE
- RING-SYSTEMS