51196-37-3Relevant articles and documents
From the gold-catalysed benzylation of arenes to the regio- and stereoselective synthesis of procyanidins dimers
Fabre, Sandy,Gueroux, Marie,Nunes, Emeline,Szlosek-Pinaud, Magali,Pianet, Isabelle,Fouquet, Eric
, p. 3045 - 3051 (2015/05/04)
This work reports on a new intermolecular C-C coupling reaction between electron rich arenes and benzylic alcohols or ethers, catalysed by gold(III) salts, or other catalysts such as gold(I) and iron (III), and its application to the regio- and stereoselective synthesis of procyanidins dimers B1 and B3.
Synthetic studies of proanthocyanidins. Part 3: Stereoselective 3,4-cis catechin and catechin condensation by TMSOTf-catalyzed intramolecular coupling method
Saito, Akiko,Nakajima, Noriyuki,Tanaka, Akira,Ubukata, Makoto
, p. 5449 - 5452 (2007/10/03)
TMSOTf-catalyzed intramolecular condensation for catechin and epicatechin units are described. A potential electrophile and a nucleophile were connected with diester linkers and TMSOTf-catalyzed condensation was examined. In comparison with intermolecular
Deuterium labeled procyanidin syntheses
Pierre, Marie-Clotilde,Cheze, Catherine,Vercauteren, Joseph
, p. 5639 - 5642 (2007/10/03)
Deuterium-labeled procyanidins have been prepared by hemisynthesis from taxifolin in order to investigate their metabolism in human. The structures of the desired deuterated natural compounds B3 10D (R1 = D, R2 = H) and B4 13D (R1 = D, R2 = H) were proven by spectroscopic and physical properties means, including 2H NMR spectrum. By-products with unatural absolute configuration at some centers were also formed along the process and were characterised.