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- W2953283962 abstract "Stereoselective low-temperature diisobutylaluminum hydride (DIBALH) reduction of the title tetraester 3 affords trans-1,4-dialdehyde 4a as the major product. Fluorination of 4a,b, followed by additional elaboration leads to novel, 1,1,4,4-tetrasubstituted cyclohexanes bearing trans-1,4-difluoromethyl and fluoromethyl groups. The effect of ring size and number of ester substituents on the outcome of the reduction has been examined and treatment of dimethyl 1,1-cycloalkyl diesters 7a-c with excess DIBALH results in reduction of only one ester group. An entry into trans-1,4-trifluoromethylated tetrasubstituted cyclohexanes has been gained through stereoselective SF 4 fluorination of 1,1,4,4-cyclohexanetetracarboxylic acid 17" @default.
- W2953283962 created "2019-06-27" @default.
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- W2953283962 date "2010-08-19" @default.
- W2953283962 modified "2023-09-26" @default.
- W2953283962 title "ChemInform Abstract: Tetramethyl 1,1,4,4-Cyclohexanetetracarboxylate: Preparation and Conversion to Key Precursors of Fluorinated, Stereochemically Defined Cyclohexanes." @default.
- W2953283962 cites W2076370648 @default.
- W2953283962 doi "https://doi.org/10.1002/chin.199413138" @default.
- W2953283962 hasPublicationYear "2010" @default.
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