596829-40-2Relevant academic research and scientific papers
Stereoselection of 3,4-cis and 3,4-trans catechin and catechin condensation under intramolecular coupling method
Saito, Akiko,Tanaka, Akira,Ubukata, Makoto,Nakajima, Noriyuki
, p. 2040 - 2042 (2007/10/03)
A high level of stereoselection between 3,4-cis and 3,4-trans catechin-catechin condensation under intramolecular coupling method has been realized by changing the diester linker between the nucleophile and the electrophile. The azelaic acid linker gave exclusively 3,4-trans catechin-catechin dimer, whereas glutaric acid linker gave 3,4-cis catechin-catechin dimer as the sole product.
Synthetic studies of proanthocyanidins. Part 4. The synthesis of procyanidin B1 and B4: TMSOTf-catalyzed cyclization of catechin and epicatechin condensation
Saito, Akiko,Nakajima, Noriyuki,Tanaka, Akira,Ubukata, Makoto
, p. 287 - 298 (2007/10/03)
Highly stereoselective synthesis of 3,4-trans series of (+)-catechin and (-)-epicatechin dimers under intramolecular condensation is described. Intramolecular condensation achieved an equimolar amount of coupling with 3,4-trans stereoselectivity and we succeeded in the synthesis of two 3,4-trans natural procyanidins, procyanidin-B1 and B4.
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
