Asymmetric synthesis of metallocenes through enantioselective addition of organolithium reagents to 6-(dimethylamino) fulvene

T Suzuka, M Ogasawara, T Hayashi

Index: Suzuka, Toshimasa; Ogasawara, Masamichi; Hayashi, Tamio Journal of Organic Chemistry, 2002 , vol. 67, # 10 p. 3355 - 3359

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Citation Number: 49

Abstract

Enantioselective addition of aryllithiums 2a-d (Ar= Ph (a), 2-MeC6H4 (b), 2-MeOC6H4 (c), 1- naphthyl (d)) to 6-(dimethylamino) fulvene (1) in the presence of (-)-sparteine in toluene at- 78° C generated chiral cyclopentadienyllithiums (4) substituted with an N, N-dimethylamino (aryl) methyl group, where the enantioselectivities are 51, 91, 90, and 83% for 4a, 4b, 4c, and 4d, respectively. Treatment of the chiral cyclopentadienides 4 with FeCl2 or Fe (acac) ...