Practical synthesis of (−)-1-amino-1-deoxy-myo-inositol from achiral precursors

P Gonzalez-Bulnes, J Casas, A Delgado…

文献索引：Gonzalez-Bulnes, Patricia; Casas, Josefina; Delgado, Antonio; Llebaria, Amadeu Carbohydrate Research, 2007 ,  vol. 342,  # 12-13  p. 1947 - 1952

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被引用次数: 15

摘要

A new synthesis of enantiomerically pure 1-amino-1-deoxy-myo-inositol is reported. The route described employs p-benzoquinone, an achiral compound, as the starting material to give conduritol B tetraacetate in three steps. Kinetic resolution of this compound using a palladium catalyst with a chiral ligand allows access to a conduritol B tetraester in high enantiomeric excess. This compound is transformed into tetrabenzyl conduritol B epoxide, ...