Tetrahedron letters

Synthesis of optically active β-alkyl aspartate via [3, 3] sigmatropic rearrangement of α-acyloxytrialkylsilane

K Sakaguchi, M Yamamoto, T Kawamoto, T Yamada…

文献索引：Sakaguchi, Kazuhiko; Yamamoto, Masahiro; Kawamoto, Tetsuo; Yamada, Takeshi; Shinada, Tetsuro; Shimamoto, Keiko; Ohfune, Yasufumi Tetrahedron Letters, 2004 , vol. 45, # 30 p. 5869 - 5872

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被引用次数: 30

摘要

The synthesis of four types of optically active β-carbon-substituted analogs of threo-β- hydroxy aspartate (THA) and a β-carbon-substituted analog of threo-β-benzyloxy aspartate (TBOA), which are potent blockers of excitatory amino acid transporters in the mammalian central nervous system, via the chirality-transferring ester–enolate Claisen rearrangement of α-acyloxytrialkylsilane is described.