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STEREOELECTRONIC CONTROL OF THE BASE-CATALYZED REARRANGEMENT OF 2-HYDROXY-3-OXOCARBOXYLATES
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UNSPECIFIED (1991) STEREOELECTRONIC CONTROL OF THE BASE-CATALYZED REARRANGEMENT OF 2-HYDROXY-3-OXOCARBOXYLATES. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 (3). pp. 381-385. ISSN 0300-9580.
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Abstract
The stereochemistry of the alkali-catalysed rearrangement of alpha-acetohydroxybutyrate (2-ethyl-2-hydroxy-3-oxobutanoate) was studied. The rearrangement was found to proceed via a transition state in which a syn arrangement of the C-O bonds is preferred over the anti arrangement by a factor of greater-than-or-equal-to 2:1.
| Item Type: | Journal Article | ||||
|---|---|---|---|---|---|
| Subjects: | Q Science > QD Chemistry | ||||
| Journal or Publication Title: | JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | ||||
| Publisher: | ROYAL SOC CHEMISTRY | ||||
| ISSN: | 0300-9580 | ||||
| Official Date: | March 1991 | ||||
| Dates: |
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| Number: | 3 | ||||
| Number of Pages: | 5 | ||||
| Page Range: | pp. 381-385 | ||||
| Publication Status: | Published |
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