Tetrahedron

Selective reduction of aldehydes to the corresponding primary alcohols by lithium enolate of acetaldehyde

L Di Nunno, A Scilimati

Index: Nunno, L. Di.; Scilimati, A. Tetrahedron, 1988 , vol. 44, # 12 p. 3639 - 3644

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Citation Number: 5

Abstract

Reaction of lithium enolate of acetaldehyde (obtained by cycloreversion of THF in the presence of n-BuLi) with a number of nonenolizable aldehydes (aromatic, heteroaromatic, cinnamaldehyde) in THF and room temperature affords good to quantitative yields of the corresponding primary alcohols, instead of other products commonly reported for similar conditions. Reduction of the carbonyl group is the main reaction even in the presence of ...

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