Zinc (II) perchlorate hexahydrate catalyzed opening of epoxide ring by amines: applications to synthesis of (RS)/(R)-propranolols and (RS)/(R)/(S)-naftopidils

Shivani,, B Pujala, AK Chakraborti

Index: Shivani; Pujala, Brahmam; Chakraborti, Asit K. Journal of Organic Chemistry, 2007 , vol. 72, # 10 p. 3713 - 3722

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Citation Number: 115

Abstract

Commercially available zinc (II) perchlorate hexahydrate [Zn (ClO4) 2⊙ 6H2O] was found to be a new and highly efficient catalyst for opening of epoxide rings by amines affording 2- amino alcohols in high yields under solvent-free conditions and with excellent chemo-, regio- , and stereoselectivities. For unsymmetrical epoxides, the regioselectivity was influenced by the electronic and steric factors associated with the epoxides and the amines. A ...