Reactions of methyl-substituted cyclopentanones with lithium aluminum hydride and methyllithium. Structural determinations and proton nuclear magnetic resonance …

MH Rei

Index: Rei,M.-H. Journal of Organic Chemistry, 1978 , vol. 43, # 11 p. 2173 - 2178

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Citation Number: 29

Abstract

Four methyl-substituted cyclopentanones were reacted with lithium aluminum hydride in tetrahydrofurap and with meth, yllithium in ether at 0" C. In general, secondary trans alcohols were formed preferentially with lithium aluminum hydride, while tertiary cis alcohols were obtained as the major product with methyllithium. In 2, 5-dimethyl-and 2, 2, 5- trimethylcyclopentanones, the original preference of the cis alcohols was reversed when ...