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Tetrahedron

A formal synthesis of valiolamine from myo-inositol

RC Jagdhane, MS Shashidhar

文献索引:Jagdhane, Rajendra C.; Shashidhar, Mysore S. Tetrahedron, 2011 , vol. 67, # 41 p. 7963 - 7970

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被引用次数: 8

摘要

An efficient formal synthesis of racemic valiolamine starting from readily available myo- inositol is reported. In all the synthetic steps only one regioisomer is formed, which circumvents laborious purification of products. Regioselective benzylation of myo-inositol orthoformate, super-hydride mediated deoxygenation of a cyclitol derivative and stereoselective addition of dichloromethyllithium to an inosose are the key reactions in the ...