Amphiphilic reactions by means of exceptionally bulky organoaluminum reagents. Rational approach for obtaining unusual equatorial, anti-Cram, and 1, 4 selectivity …

K Maruoka, T Itoh, M Sakurai, K Nonoshita…

Index: Maruoka, Keiji; Itoh, Takayuki; Sakurai, Minoru; Nonoshita, Katsumasa; Yamamoto, Hisashi Journal of the American Chemical Society, 1988 , vol. 110, p. 3588 - 3597

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Citation Number: 210

Abstract

Abstract: E x~~ ptio~ lly bulky, oxygenophilic organoaluminum reagents, methylaluminum bis (2, 6-di-tert-butyl-4-alkylphenoxide)(MAD and MAT), have been successfully utilized for stereoselective activation of carbonyl moiety. Combination of MAD or MAT with carbon nucleophiles such as organolithiums or Grignard reagents generates a new amphiphilic reaction system in which the alkylation may be interpreted as the nucleophilic addition of a ...