Enantioselective synthesis of anti-3-alkenyl-2-amido-3-hydroxy esters: application to the total synthesis of (+)-alexine. Issue 5 (21st January 2019)

• Record Type: Journal Article
• Authors: Yu, Lu; Somfai, Peter
• Is Part Of: RSC advances. Volume 9:Issue 5(2019)
• Page Start: 2799
• Page End: 2802
• Publication Date: 2019-01-21
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c9ra00173e
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : A straightforward synthesis of anti -3-alkenyl-2-amido-3-hydroxy esters from the corresponding racemic α-amino-β-keto esters by using a ATH/DKR protocol has been developed. Abstract : A straightforward synthesis of anti -3-alkenyl-2-amido-3-hydroxy esters from the corresponding racemic α-amino-β-keto esters by using a ATH/DKR protocol has been developed. This method gives moderate to excellent yields with high chemo-, diastereo- and enantioselectivities for a broad range of substrates. In order to highlight the versatility of the methodology it was applied in an efficient asymmetric synthesis of the polyhydroxylated pyrrolizidine alkaloid (+)-alexine.