Total Syntheses of (+)- and (-)-Nonactate Esters using Silicon Compounds to Control the Stereochemistry

DOI: 10.1039/c39940002285

Source and publish data:

Journal of the Chemical Society. Chemical communications p. 2285 - 2286 (1994)

Update date:2022-08-02

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Authors:

Fleming, Ian

Ghosh, Sunil K.

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Article abstract of DOI:10.1039/c39940002285

1,3-Transposition, using the epoxidation of the allylsilane 7, derived from the meso 3,4-disilylated adipate 1, gives the 1,4-related stereocentres of 8-oxo-6-hydroxy-3-dimethyl(tolyl)silylnonanoic acid ethylene acetal 10; two highly stereocontrolled sequences from this common intermediate give methyl (+)-nonactate 13 and benzyl (-)-nonactate 17.

Full text of DOI:10.1039/c39940002285

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