Catalytic asymmetric synthesis of R207910

…, Y Shimizu, M Kanai, M Shibasaki

Index: Yamasaki, Shingo; Fujii, Kunihiko; Wada, Reiko; Kanai, Motomu; Shibasaki, Masakatsu Journal of the American Chemical Society, 2002 , vol. 124, # 23 p. 6536 - 6537

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Citation Number: 27

Abstract

The first asymmetric synthesis of a very promising antituberculosis drug candidate, R207910, was achieved by developing two novel catalytic transformations; a catalytic enantioselective proton migration and a catalytic diastereoselective allylation of an intermediate α-chiral ketone. Using 2.5 mol% of a Y-catalyst derived from Y (HMDS) 3 and the new chiral ligand 9, 1.25 mol% of p-methoxypyridine N-oxide (MEPO), and 0.5 mol% ...