- Asymmetric synthesis of δ-substituted α,β-unsaturated δ-lactams by ring closing metathesis of enantiomerically pure N-acryloyl-homoallylic amines
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(Chemical Equation Presented) Optically pure secondary homoallylic amines, obtained by highly diastereoselective addition of allylmetal reagents to imines derived from chiral amines, were N-dealkylated, and the primary amines were converted to N-acryloyl
- Fiorelli, Claudio,Savoia, Diego
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p. 6022 - 6028
(2008/02/10)
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- New utilizations of optically active homoallylamines: Highly stereoselective synthesis of cyclic guanidine and thiourea
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Halocyclizations of optically active homoallylguanidine and homoallylthiourea were examined. These reactions proceeded stereoselectively to give six membered cyclic guanidines and thiourea. High 1,3-asymmetric induction by the homoallylic substituents is
- Yanada, Reiko,Kaieda, Akira,Yanada, Kazuo,Takemoto, Yoshiji
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p. 101 - 106
(2007/10/03)
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- Aluminum-controlled reactivity and diastereoselectivity toward radical reactions of optically active aldimines with metallic samarium
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The intermolecular pinacol-type coupling reaction and allylation reaction of optically active imines bearing a β-hydroxy group were performed stereoselectively with metallic samarium after treatment of the imines with trimethylaluminum.
- Yanada,Okaniwa,Kaieda,Ibuka,Takemoto
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p. 1283 - 1286
(2007/10/03)
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- Diastereoselective allylation and alkylation of optically active imines with metallic samarium and a catalytic amount of iodine
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Barbier-type allylation and alkylation of optically active imines such as N-benzylidenevalinol methyl ether was performed with metallic samarium, a catalytic amount of iodine, and allyl or alkyl halides. This reaction proceeded in a highly diastereoselect
- Yanada, Reiko,Negoro, Nobuyuki,Okaniwa, Masanori,Ibuka, Toshiro
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p. 13947 - 13956
(2007/10/03)
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- Diastereoselective allylation of optically active imines with metallic samarium
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Barbier-type allylation of optically active imines such as N-benzylidenevalinol methyl ether was performed with metallic samarium, a catalytic amount of iodine, and allyl bromide. This reaction proceeded in a highly diastereoselective manner in THF at roo
- Negoro, Nobuyuki,Yanada, Reiko,Okaniwa, Masanori,Yanada, Kazuo,Fujita, Tetsuro
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p. 835 - 836
(2007/10/03)
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- Enantioselective Synthesis of Homoallylic Amines by Addition of Allylmetal Reagents to Imines Derived from (S)-Valine Esters
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Grignard and Barbier procedures have been applied to the addition of allylmethal (Zn, Cu, Pb, Bi, Al, In) species to imines derived from (S)-valine esters, principally the methyl ester.The Zn-mediated, CeCl3- or SnCl2-catalyzed "Barbier" reactions of the
- Basile, Tiziana,Bocoum, Allaye,Savoia, Diego,Umani-Ronchi, Achille
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p. 7766 - 7773
(2007/10/02)
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- Enantioselective Synthesis of Homoallylic Amines. Evidence of Reversible Addition of Allylzinc Bromide to Aromatic Imines Derived from (S)-Valine Methyl Ester and (S)-Valinol
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The reaction of aromatic and aliphatic imines derived from (S)-valine methyl ester and (S)-valinol with allyl bromide and zinc in tetrahydrofuran affords homoallylic amines with up to 100percent diastereoisomeric excess (d.e.), but in the case of the arom
- Bocoum, Allaye,Savoia, Diego,Umani-Ronchi, Achille
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p. 1542 - 1544
(2007/10/02)
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