An a-chloro ether that has been widely used to protect hydroxy groups, is the 2-metoxyethoxymethyl chloride 1 (MEMCl).[Corey, 1976] The MEM group can be introduced under basic condition. Standard conditions to remove the MEM group is treatment with ZnBr2 in dichloromethane.[Smith, 1987] However, treatment of the MEM-protected diol 2 with ZnBr2 in EtOAc resulted in 1,3-dioxolane formation.[Boynton, 1992] A proposed mechanism for this reaction has been given.
November 6th, 2004 at 2:58 am
An a-chloro ether that has been widely used to protect hydroxy groups, is the 2-metoxyethoxymethyl chloride 1 (MEMCl).[Corey, 1976] The MEM group can be introduced under basic condition. Standard conditions to remove the MEM group is treatment with ZnBr2 in dichloromethane.[Smith, 1987] However, treatment of the MEM-protected diol 2 with ZnBr2 in EtOAc resulted in 1,3-dioxolane formation.[Boynton, 1992] A proposed mechanism for this reaction has been given.
November 9th, 2004 at 8:11 am
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