- Organolanthanide catalyzed intramolecular 5-endo-dig hydroamination: An unusual anti-Markovnikov cyclization
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Intramolecular 5-endo-dig hydroaminations of homopropargylamine derivatives were efficiently catalyzed by the organolanthanide precatalyst, Cp*2YbCH(TMS)2 (Cp* = C5Me5), to give the endocyclic enamine products. The 5-endo-dig hydroamination was also preferred in the presence of another olefin that would afford a 6-exo cyclization.
- Molander, Gary A.,Hasegawa, Hikaru
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p. 467 - 474
(2007/10/03)
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- Carbene reactions of α-oxacyclo- and α-azacyclo-N-aziridinylimines: Effect of heteroatom and ring size in the ring expansion reaction
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Carbenes, generated from thermolysis of α-oxacyclo- and α-azacyclo-N-aziridinylimines in refluxing toluene, underwent ring expansions via insertion of alkyl carbenes into carbon-carbon bonds and intramolecular ammonium ylide formations, respectively. Ring expansion reaction of α-oxetanyl-N-aziridinylimines occurred via alkylidenecarbene intermediates, whereas thermal reaction of α-azetidinyl-N-aziridinylimines afforded α-aminoacetylene compounds via 1,2-H migration of alkylidenecarbene intermediates.
- Kim,Yoon
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p. 1622 - 1630
(2007/10/03)
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