Sasmal, Sanjita and Geyer, Armin and Maier, Martin E. (2002) Synthesis of cyclic peptidomimetics from aldol building blocks. JOURNAL OF ORGANIC CHEMISTRY, 67 (17). pp. 6260-6263. ISSN 0022-3263
Full text not available from this repository. (Request a copy)Abstract
Aldol products (3-hydroxy acids) with an allylprotected hydroxy group were converted to amino alcohols by Curtius rearrangement. Combination of the carboxylic acid with the amino alcohols gave the amides 10. Ring-closing metathesis led to the 12-membered lactams 12 as mixtures of E/Z-isomers. The scheme was also transferred to the solid-phase. In this case the macrolactams are formed via cyclorelease. For a pair of E/Z-isomers the solution conformation was determined by ROESY spectroscopy.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | RING-CLOSING METATHESIS; ORIENTED ORGANIC-SYNTHESIS; NATURAL PRODUCT SYNTHESIS; SOLID-PHASE SYNTHESIS; MEDIUM-SIZED RINGS; CONFORMATIONAL-ANALYSIS; PROTEASE INHIBITORS; ROTATING-FRAME; DRUG DISCOVERY; PEPTIDES; |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 02 Sep 2021 07:50 |
| Last Modified: | 02 Sep 2021 07:50 |
| URI: | https://pred.uni-regensburg.de/id/eprint/39968 |
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