Enantioselective synthesis of (-)-roccellaric acid

Boehm, Claudius and Reiser, Oliver (2001) Enantioselective synthesis of (-)-roccellaric acid. ORGANIC LETTERS, 3 (9). pp. 1315-1318. ISSN 1523-7060

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Abstract

[GRAPHICS] A new strategy for the synthesis of anti-4,5-disubstituted gamma -butyrolactones starting from inexpensive furan-2-carboxylic methyl ester was developed. By applying this methodology, the enantioselective synthesis of (-)-roccellaric acid ((-)-17) was accomplished using a copper(1)catalyzed asymmetric cyclopropanation, a tin(IV)-catalyzed retroaldol/lactonization sequence of cyclopropanols, and a ruthenium-catalyzed intermolecular metathesis reaction as key steps.

Item Type: Article
Uncontrolled Keywords: GAMMA-BUTYROLACTONES; NATURAL-PRODUCTS; OLEFINS; CYCLOPROPANES; CROSS;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 31 Jan 2022 09:40
Last Modified: 31 Jan 2022 09:40
URI: https://pred.uni-regensburg.de/id/eprint/41439

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