Synthesis

Phthalimidomethylation of O-nucleophiles with O-phthalimidomethyl trichloroacetimidate: A powerful imidomethylating agent for O-protection

IAI Ali, AH Adel, H El Sayed, RR Schmidt

Index: Ali, Ibrahim A. I.; Abdel-Rahman, Adel A.-H.; El Ashry, El Sayed H.; Schmidt, Richard R. Synthesis, 2003 , # 7 p. 1065 - 1070

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Citation Number: 7

Abstract

Abstract Phthalimidomethylation of oxygen nucleophiles by using O-phthalimidomethyl (Pim) trichloroacetimidate in the presence of TMSOTf has been achieved in high yields. Hydrazinolysis of the phthalimido group from the O-derivatives leads to the hydroxy precursors. Thus a convenient method for the protection of oxygen nucleophiles is provided, which complements the repertoire of available hydroxy protecting groups.

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