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Synthesis of (+)-(R)-methyl 2-aminotetraline-2-carboxylate: the hydroxypinanone method versus the bislactim method

A Solladié-Cavallo, LM Martin-Cabrejas…

文献索引:Solladie-Cavallo, Arlette; Martin-Cabrejas, Luisa M.; Caravatti, Giorgio; Lang, Marc Tetrahedron Asymmetry, 2001 , vol. 12, # 7 p. 967 - 969

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被引用次数: 7

摘要

The methyl ester of 2-aminotetraline-2-carboxylic acid (Atc-OMe), an important residue for modified peptides, could only be synthesized from the Schöllkopf bislactim method, the hydroxypinanone method leading, during the second step, to elimination instead of alkylation toward the expected spiro product. The (+)-(R)-Atc-OMe was thus obtained in three steps and 55% overall yield from the (−)-(R)-bislactim derived from d-valine.