PROTECTING GROUPS 57 Smith: Chapter 7

PROTECTING GROUPS 58 Methoxyethoxymethyl ethers (MEM) R-OH → R-OCH2OCH2CH2OMe stable to base and mild acid Formation: - MeOCH2CH2OCH2Cl, NaH, THF - MeOCH2CH2OCH2Cl, CH2Cl2, iPr2EtN TL 1976, 809 Cleavage - Lewis acids such as ZnBr2, TiCl4, Me2BBr2 C 5 H 11 O MEM-O

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