A probe of Cieplak's proposal: effect of 2-axial substitution on reactivity in the LiAlH4 reduction of cyclohexanones

Authors :: Yasuhisa Senda
Hiromi Kunii
Hiroki Itoh
Sigeru Nakano
Source :: Journal of the Chemical Society, Perkin Transactions 2. :1009
Publication Year :: 1993
Publisher :: Royal Society of Chemistry (RSC), 1993.
Abstract: The relative reactivities of cyclohexanones in which the 2-axial position is substituted by methyl or methoxy group in LiAlH4 reduction strongly support the Cieplak model which focuses on the importance of stabilisation of the transition state by antiperiplanar allylic bonds.

Subjects :: chemistry.chemical_classification
Allylic rearrangement
Ketone
chemistry
Stereochemistry
Alkane stereochemistry
Substitution (logic)
Chemical reduction
Stereoselectivity
Reactivity (chemistry)

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