A mild and general solid-phase method for the synthesis of chiral polyamines. Solution studies on the cleavage of borane-amine intermediates from the reduction of …

S Manku, C Laplante, D Kopac, T Chan…

Index: Manku; Laplante; Kopac; Chan; Hall Journal of Organic Chemistry, 2001 , vol. 66, # 3 p. 874 - 885

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Citation Number: 61

Abstract

A mild oxidative workup protocol using iodine in an acetic acid-acetate buffer solution is described for the cleavage of borane-amine adducts arising from the borane-promoted reduction of polyamides supported onto practical trityl-based resins. Chiral polyamines with diverse side-chain functionalities can be generated as free bases without premature release from the solid support and with essentially no racemization using this method. A series of ...