Synthesis of highly functionalized, enantiomerically and diastereomerically pure cyclohexane derivates via Michael addition of chiral 3-tosyl-2-(2-oxoalkyl)-1,3-oxazolidines and methyl vinyl ketone

DOI: 10.1055/s-1994-25687

Source and publish data:

Synthesis p. 1313 - 1321 (1994)

Update date:2022-08-04

Topics:

Authors:

Prien Prien

Hoffmann

Conde-Frieboes

Krettek Krettek

Berger Berger

Wagner Wagner

Bolte Bolte

Hoppe Hoppe

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Article abstract of DOI:10.1055/s-1994-25687

2-(2-Oxocycloalkyl)- or 2-phenylacyl-3-tosyl-1,3-oxazolidines 1, 2, 9, and 10 undergo with 3-buten-2-one highly diastereoselective Michael additions under the influence of cesium carbonate to yield 1,5-diketones 8 or 11, respectively. Intramolecular aldol

Full text of DOI:10.1055/s-1994-25687

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Product name:(3S,4R)-3-Hydroxy-4-[(2S,4S)-4-isopropyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-3-phenyl-cyclohexanone

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