Tetrahedron

Synthesis of 1-methyl-2-diphenylphosphino-3-(1′-isoquinolyl) indole; an easily racemised ligand giving insights into catalytic asymmetric allylation

…, JM Long, JM Brown, D Hibbs, MB Hursthouse

文献索引：Claridge, Timothy D.W.; Long, James M.; Brown, John M.; Hibbs, David; Hursthouse, Michael B. Tetrahedron, 1997 , vol. 53, # 11 p. 4035 - 4050

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被引用次数: 46

摘要

The synthesis of the title compound is described, involving 2-lithiation and phosphinylation of the coupled heterocycle in the final step. Attempts to resolve the phosphine by previously described methods led to its immediate racemisation, also observed more slowly in the PdCl2 complex, for which the X-ray structure is described. The phosphinamine formed a cationic Pd (1, 3-diphenylallyl) complex with high diastereoselectivity. By analysis of the ...