Tetrahedron

A route to a wide range of cyclopentanecarboxylic acids via 4-substituted camphors

VO Knizhnikov, ZV Voitenko, VB Golovko, MV Gorichko

文献索引：Knizhnikov, Volodymyr O.; Voitenko, Zoya V.; Golovko, Vladimir B.; Gorichko, Marian V. Tetrahedron, 2012 , vol. 68, # 7 p. 1972 - 1978

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被引用次数: 6

摘要

4-Carboxycamphor, easily obtainable starting from camphor, is used as a versatile precursor in high-yielding syntheses of a wide range of cyclopentanecarboxylic acids using just a few steps. Regioselective bromination of 4-carboxy-and 4-methoxycarbonyl-3-bromocamphors leads to 10-bromomethyl derivatives in good yields. Grob-type fragmentation reactions proceed smoothly for 10-bromocamphor-4-carboxylic acid, 10-bromocamphorquinone-4- ...