Use of the Potassium Ion as a Template for the Selective Derivatization of the Antibiotic X-206

AC O'Sulliva, F Struber, SV Ley

Index: O'Sullivan, Anthony C.; Struber, Fritz; Ley, Steven V. Journal of Organic Chemistry, 1999 , vol. 64, # 17 p. 6252 - 6256

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Citation Number: 6

Abstract

The templating effect of potassium ions on the ionophore antibiotic X-206 (1) ensured that most of the hydroxy, hemiacetal, and ether groups were involved in encapsulation of the metal atom, which allowed a selective derivatization at the unbound C (22) position. The mechanism of acylation at C (22) was investigated and the aquired knowledge used to achieve selective reactions on the benzyl ester 8 using a similar metal template protection.