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Enantioselective Synthesis of (-)-Roccellaric Acid

Böhm, Claudius and Reiser, Oliver (2001) Enantioselective Synthesis of (-)-Roccellaric Acid. Organic Letters 3 (9), pp. 1315-1318.

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Other URL: http://dx.doi.org/10.1021/ol015686u


A new strategy for the synthesis of anti-4,5-disubstituted -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(I)-catalyzed asymmetric cyclopropanation, a tin(IV)-catalyzed retroaldol/lactonization sequence of cyclopropanols, and a ruthenium-catalyzed intermolecular metathesis reaction as key steps.

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Item type:Article
Date:3 May 2001
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
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Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Unknown
Item ID:321
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