2004 Carbohydrates U 0500 A Suzuki—Miyaura Coupling Mediated Deprotection as Key to the Synthesis of Fully Lipidated Malarial GPI Disaccharide. — The first synthesis of a fully lipi50- 163 adated malarial GPI disaccharide (VIII) based on a new protecting group strategy involving 4-bromobenzyl ethers is reported. This chemically stable group is converted to a DDQ-labile 4-(3,4-dimethoxyphenyl)benzyl ether using a ligandless Suzuki—Miyaura coupling reaction. The reactivity of such 4-(hetero-substituted phenyl) benzyl ethers as protection for hydroxyl groups can be tuned by the substitution patterns on the aryl ring and should find further application in organic synthesis of complex molecules. — (LIU, X.; SEEBERGER*, P. H.; Chem. Commun. (Cambridge) 2004, 15, 1708-1709; Lab. Org. Chem., ETH-Hoenggerberg, CH-8093 Zuerich, Switz.; Eng.) — M. Paetzel 2004
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