synthesis of (2r,5r)-2-amino-5-hydroxyhexanoic acid by intramolecular cycloaddition
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ID: 211168
1998
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Abstract
The title compound was synthesized from sorbic acid by an eight step sequence. The key step was the stereospecific intramolecular Diels-Alder reaction of the acylnitroso derivative of N-sorbyl-L-proline (5). L-Proline served as a temporary tether which directed both the stereochemistry and the regiochemistry of the cycloaddition.
| Reference Key |
silcoff1998moleculessynthesis
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|---|---|
| Authors | ;Elliad R. Silcoff;Tuvia Sheradsky |
| Journal | Journal of ethnopharmacology |
| Year | 1998 |
| DOI |
10.3390/30300080
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| URL | |
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