Enantioselective Synthesis of (−)-Roccellaric Acid
- 4 April 2001
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 3 (9) , 1315-1318
- https://doi.org/10.1021/ol015686u
Abstract
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 stepsKeywords
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