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Volumn , Issue 10, 2011, Pages 1956-1960

Chiral bifunctional thiourea-phosphane organocatalysts in asymmetric allylic amination of Morita-Baylis-Hillman acetates

Author keywords

Amination; Asymmetric catalysis; MBH acetates; Organocatalysis; Phthalimides

Indexed keywords


EID: 79952942592     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.201001660     Document Type: Article
Times cited : (80)

References (59)
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    • In this paper, enantioselective allylic substitution of Morita-Baylis-Hillman (MBH) acetates with phthalimide was realized in the presence of a new L -proline-derived chiral trifunctional phosphane amide ligand to give the corresponding allylic amination adducts in good yields (70-95 %) and modest to good enantioselectivities (34-78 % ee)
    • G.-N. Ma, S.-H. Cao, M. Shi, Tetrahedron: Asymmetry 2009, 20, 1086-1092. In this paper, enantioselective allylic substitution of Morita-Baylis-Hillman (MBH) acetates with phthalimide was realized in the presence of a new L -proline-derived chiral trifunctional phosphane amide ligand to give the corresponding allylic amination adducts in good yields (70-95 %) and modest to good enantioselectivities (34-78 % ee).
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    • We initially synthesized a series of chiral bifunctional amide-phosphane organocatalysts (AP) and used them in the catalytic asymmetric allylic amination of MBH acetates derived from MVK with phthalimide, but the obtained results are not successful (see Table S1 in the Supporting Information)
    • We initially synthesized a series of chiral bifunctional amide-phosphane organocatalysts (AP) and used them in the catalytic asymmetric allylic amination of MBH acetates derived from MVK with phthalimide, but the obtained results are not successful (see Table S1 in the Supporting Information).


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