Diphenylmethylsilyl ether (DPMS): a protecting group for alcohols

…, RP Hammer, EJ Weber, KL Habermas

Index: Denmark, Scott E.; Hammer, Robert P.; Weber, Eric J.; Habermas, Karl L. Journal of Organic Chemistry, 1987 , vol. 52, # 1 p. 165 - 168

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Citation Number: 39

Abstract

Z reagents is not general since both LiAlH, and n-BuLi remove the group at room temperature. While the group is stable to MCPBA it is removed by all three of the common chromium-based oxidants. The formation of cyclohexanecarboxaldehyde (nearly quantitative in these cases) has been documented for Me3Si ethers6 Finally the compatibility with silica gel was tested both by stirring in CH2C1, and by flash ...