- Highly efficient, base-catalysed, intramolecular hydroamination of non-activated olefins
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The intramolecular hydroamination of a large variety of non-activated alkenes can be efficiently catalysed by small amounts of lithium bases, providing smoothly and in high yields the corresponding five- and six-membered ring heterocycles. Fused and bridged bicyclic amines, of varying ring sizes, can be readily prepared either by a sequential hydroamination process or by a tandem, double addition reaction.
- Quinet, Coralie,Jourdain, Pierre,Hermans, Christophe,Ates, Ali,Lucas, Isabelle,Markó, István E.
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p. 1077 - 1087
(2008/09/17)
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- An in situ generated samarium complex as a practical catalyst for the efficient intramolecular hydroamination of non-activated alkenes
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Mixing SmI2 and NaN(TMS)2 generates in situ an efficient catalyst that promotes the intramolecular hydroamination of non-activated olefins. A wide range of aminoolefins can be cyclised smoothly using this simple protocol. Mechanistic studies led to the identification of the putative active catalyst.
- Quinet, Coralie,Ates, Ali,Markó, István E.
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p. 5032 - 5035
(2008/12/21)
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- Reverse Cope Elimination Reactions. 2. Application to Synthesis
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Intramolecular addition of N,N-disubstituted hydroxylamines to unactivated olefins was used to prepare an indolizine, a pyrroloisoquinoline, a 1,8-diazaspirodecane, a cyclopentapyrrole, and an isoindoline.A pyrrolizine and a 1-azabicyclo2.
- Ciganek, Engelbert
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p. 5803 - 5807
(2007/10/03)
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- Synthesis of indolidines by the 1,3-dipolar cycloaddition of azides with methylenecyclopropanes followed by cyclopropyumine rearrangement
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Cyclic imines 6a and 6b were obtained by the intramolecular 1,3-dipolar cycloaddition of azides with methylenecyclopropanes. Acid catalyzed rearrangement produced bicyclic (-)-enamines 7, which upon reduction provided indoilizidenes 8. A similar strategy was used for the synthesis of (-)-8a-epi-desacctoxyslaframine 16.
- Heidt, Philip C.,Bergmeier, Stephen C.,Pearson, William H.
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p. 5441 - 5444
(2007/10/02)
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- Syntheses in the Group of Nuphar Alkaloids. VI. Some Transformations of 3-Bromomethyl-2,3-dihydro-1H-indolizinium Salts
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Structure, spectral characteristics and chemical transformations of the title compounds are described.
- Szychowski, Jerzy,Wrobel, Jerzy T.,Leniewski, Andrzej
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