… Building Blocks for Organic Synthesis, Part 100. Advanced Syntheses of Cyclopropylideneacetates–Versatile Multifunctional Building Blocks for Organic Synthesis

M Limbach, S Dalai, A de Meijere

Index: Limbach, Michael; Dalai, Suryakanta; De Meijere, Armin Advanced Synthesis and Catalysis, 2004 , vol. 346, # 7 p. 760 - 766

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Citation Number: 28

Abstract

Abstract A well reproducible and inexpensive preparation of the cyclopropylideneacetates 2– 4 has been developed. The key intermediate 2-(1′-mesyloxycyclopropyl) acetic acid (8), produced either from methyl phenylacetate (1) or 3, 3-dimethoxypropionate (5-Me) and 3, 3- diethoxypropionate (5-Et) in a sequence of Kulinkovich reductive cyclopropanation, mesylation and oxidative cleavage or cleavage and oxidation, respectively, was either ...