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2005
Amino acids
U 0400
A Convenient, General Synthesis of 1,1-Dimethylallyl Esters as Protecting Groups
Carboxylic Acids. — A series of N-protected amino acids is converted in two steps
37- 186 for
into their dimethylallyl esters in high yields. Palladium-catalyzed deprotection is compatible with tBu, benzyl, and Fmoc protecting groups. The removal of the Fmoc group
in the presence of the dimethylallyl group can be also performed selectively. Deprotection of N-Boc- and N-Cbz groups of amino esters (XII) is attempted under various conditions but cannot be accomplished selectively. — (SEDIGHI, M.; LIPTON*, M. A.;
Org. Lett. 7 (2005) 8, 1473-1475; Dep. Chem., Purdue Univ., West Lafayette, IN
47907, USA; Eng.) — Klein
2005
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