6533b831fe1ef96bd1298520
RESEARCH PRODUCT
Efficient palladium–ferrocenylphosphine catalytic systems for allylic amination of monoterpene derivatives
Philippe KalckJean-cyrille HiersoPhilippe MeunierAziz FihriMartine UrrutigoïtyDuc Hanh Nguyensubject
Allylic rearrangementMonoterpenechemistry.chemical_element010402 general chemistry01 natural sciencesCatalysisInorganic Chemistry[ CHIM.CATA ] Chemical Sciences/Catalysischemistry.chemical_compoundOrganic chemistry[CHIM.COOR]Chemical Sciences/Coordination chemistrypalladium catalysisComputingMilieux_MISCELLANEOUSAmination010405 organic chemistryChemistry[ CHIM.COOR ] Chemical Sciences/Coordination chemistrymonoterpenes[CHIM.CATA]Chemical Sciences/CatalysisGeneral Chemistry0104 chemical sciencesferrocenylphosphineFerroceneallylic aminationSelectivityMetallocenePalladiumdescription
Ferrocenylphosphines added to [Pd(µ-Cl)(η3-C3H5)]2 dimeric precursor produce efficient catalysts to effect the allylic amination of terpenic allylacetates. Particularly convenient are tetrakis(diphenylphosphino)ferrocene and 1,1′-bis(diphenylphosphino)ferrocene, which allow the amination of allylacetates with good to excellent selectivity, and have turnover numbers as high as 80 000, for instance, for the formation of allylaniline. Herein, we report on reactions that selectively transform geranylacetate, nerylacetate, linalylacetate and perillylacetate into the corresponding allylic amines. These preparative methods give facile access to various products of great potential industrial interest. Copyright © 2006 John Wiley & Sons, Ltd.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2006-01-01 | Applied Organometallic Chemistry |