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General Enantioselective Synthesis of Butyrolactone Natural Products via Ruthenium-SYNPHOS®-Catalyzed Hydrogenation Reactions

✍ Scribed by Delphine Blanc; Jonathan Madec; Florence Popowyck; Tahar Ayad; Phannarath Phansavath; Virginie Ratovelomanana-Vidal; Jean-Pierre Genêt

Publisher: John Wiley and Sons
Year: 2007
Tongue: English
Weight: 154 KB
Volume: 349
Category: Article
ISSN: 1615-4150
DOI: 10.1002/adsc.200600504

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✦ Synopsis

Abstract

Enantioselective syntheses of several paraconic acids have been achieved using catalyzed asymmetric hydrogenation of β‐keto esters with SYNPHOS^®^ as a ligand. This strategy allowed the short synthesis of biologically active (−)‐methylenolactocin 1, (−)‐protolichesterinic acid 2, (−)‐phaseolinic acid 3 and (+)‐roccellaric acid 4.

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