Enantioselective synthesis of (−)-paeonilide

descriptionPublicationkeyboard_double_arrow_right Article 01 Jan 2012 Germany English Publisher:Royal Society of Chemistry (RSC)Journal:Chemical Communications, volume 48, page 3,457 (issn: 1359-7345, eissn: 1364-548X,

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Authors: Harrar, Klaus; Reiser, Oliver;

doi: 10.1039/c2cc18172j , 10.5283/epub.34198

pmid: 22362262

Enantioselective synthesis of (−)-paeonilide

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Abstract

The first enantioselective synthesis of (−)-paeonilide is reported. Starting from inexpensive furan-3-carboxylic acid the targeted monoterpene was obtained in 12 steps via an asymmetric cyclopropanation-lactonization cascade and a stereoselective side chain insertion at an acetal-like position.

Country

Germany

Related Organizations

University of Regensburg (UR)
Germany
University of Regensburg
Germany

Keywords

Biological Products, Terpenes, ddc:540, 540 Chemie, Stereoisomerism, Furans, Paeonia, Plant Roots

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