期刊
ADVANCED SYNTHESIS & CATALYSIS
卷 351, 期 10, 页码 1539-1556出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200900163
关键词
amination; catalyst recycling; flow process; immobilization; palladium; P,N ligands
资金
- MICINN [CTQ2005-0219-3/BQU, CTQ2008-00947/BOU, CTQ2008-00950/BQU]
- DURSI [2005GR225]
- Consolider Ingenio [CSD2006-0003]
- ICIQ
- Ramon Areces Foundations
- Spanish Ministerio de Ciencia e Innovacion
- ICREA Funding Source: Custom
A family of enantiopure diphenylphosphlnooxazolines (PHOX) containing in their structures a sterically tunable alkoxymethyl group (-CH2OR) has been optimized for the palladium-catalyzed asymmetric allylic amination. The optimal catalyst (R=CH3), depicting very high catalytic activity and broad scope applicability, has been further modified to include an omega-alkynyloxy substituent of variable length for polymer Supporting via click chemistry, and has been anchored onto slightly cross-linked azidomethyl poly(styrene). The length of a polymethylene chain connecting the PHOX unit with the 1,2,3-triazole linker has been optimized. and file first polymer-supported PHOX ligands for the highly enantioselective allylic amination have been prepared in this manner. Conditions for catalyst recovery and reuse in microwave-promoted amination reactions have been established. and the system has been finally, adapted to Continuous flow operation.
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