First intermolecular cyclopropanation of Fischer dialkylaminocarbene complexes. Synthesis of 1-aminocyclopropanecarboxylic acid derivatives

…, S García-Granda, MA Llorca-Baragaño

文献索引：Barluenga, Jose; Aznar, Fernando; Gutierrez, Ignacio; Garcia-Granda, Santiago; Llorca-Baragano, M. Amparo Organic Letters, 2002 , vol. 4, # 24 p. 4273 - 4276

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被引用次数: 31

摘要

The first cyclopropanation reaction of olefins with Fischer dialkylaminocarbene complexes is presented. The reaction yields 1-aminocyclopropanecarboxylic acid derivatives in a single step, usually with high diastereoselectivity. An approach to the asymmetric version of this reaction is also presented. The synthetic utility of the procedure is exemplified by the synthesis of both cycles of metanoproline in a single step. In addition, the synthesis of the ...