Steric effects in the synthesis of 1, 7-dialkylindans

…, VA Palaniswamy, EJ Eisenbraun

Index: Budhram, Ronald S.; Palaniswamy, Ventakapuran A.; Eisenbraun, Edmund J. Journal of Organic Chemistry, 1986 , vol. 51, # 9 p. 1402 - 1406

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Citation Number: 18

Abstract

Synthesis routes to l-alkyl (CH,, CzH5, i-C3H7)-6-methylindans and l-alkyl (CH3, C2H5, i- C3H,)-7-methylindans are described. Members of the latter series, especially l-isopropyl-7- methylindan, are sterically hindered through a peri interaction. This effect manifests itself throughout the study and necesgitated use of alternative synthesis routes. Yields in the Grignard, Peterson olefination, Reformatsky, and Wittig reactions as well as catalytic ...