Tetrahedron letters

Highly diastereoselective alkylation of vicinal dianions of chiral succinic acid derivatives: a new general strategy to (R)-β-arylmethyl-γ-butyrolactones

…, D Soorukram, P Tuchinda, S Prabpai, P Kongsaeree…

Index: Pohmakotr, Manat; Soorukram, Darunee; Tuchinda, Patoomratana; Prabpai, Samran; Kongsaeree, Palangpon; Reutrakul, Vichai Tetrahedron Letters, 2004 , vol. 45, # 22 p. 4315 - 4318

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Citation Number: 15

Abstract

The vicinal dianions derived from chiral succinic acid derivatives, 1, 4-bis [(4R, 5S)-3, 4- dimethyl-2-oxo-5-phenylimidazolidin-1-yl] butane-1, 4-dione and 1, 4-bis [(4S, 5R)-3, 4- dimethyl-2-oxo-5-phenylimidazolidin-1-yl] butane-1, 4-dione react with arylmethyl bromides with high diastereo-and regio-selectivity to provide the corresponding chiral α- arylmethylated succinic acid derivatives; the (R)-products are converted into (R)-β- ...