98664-58-5Relevant academic research and scientific papers
Pictet-Spengler reaction of nitrones and imines catalyzed by Yb(OTf)3-TMSCI
Tsuji, Riichiro,Yamanaka, Masamichi,Nishida, Atsushi,Nakagawa, Masako
, p. 428 - 429 (2007/10/03)
The Pictet-Spengler reaction of nitrones and imines prepared from N-hydroxytryptamine and tryptamine gave the corresponding tetrahydro-β-carbolines in excellent yields in the presence of Yb(OTf)3-TMSCl in a mixture of CH2Cl2/su
Chiral Lewis Acid-Mediated Enantioselective Pictet-Spengler Reaction of Nb-Hydroxytryptamine with Aldehydes
Yamada, Hideki,Kawate, Tomohiko,Matsumizu, Miyako,Nishida, Atsushi,Yamaguchi, Kentaro,Nakagawa, Masako
, p. 6348 - 6354 (2007/10/03)
The first example of a reagent-controlled enantioselective Pictet-Spengler reaction is demonstrated. Using diisopinocampheylchloroborane as a chiral Lewis acid catalyst, the Pictet-Spengler reaction of Nb-hydroxytryptamine with aldehydes gave the corresponding 2-hydroxytetrahydro-β-carbolines in up to 90% ee. The enantioselective Pictet-Spengler reaction catalyzed by chiral binaphthol-derived Br?nsted acid-assisted Lewis acids, with up to 91% ee, is also demonstrated.
SYNTHESIS OF N(2)-HYDROXY-1,2,3,4-TETRAHYDRO-β-CARBOLINES
Han, So-Yeop,Laksmikantham, M. V.,Cava, Michel P.
, p. 1671 - 1673 (2007/10/02)
N-Hydroxytryptamine condensed readily with series of aldehydes in the presence of a catalytic amount of acetic acid to give the corresponding nitrones (4a-f), which in turn were cyclized by hydrochloric acid to the stable N(2)-hydroxytetrahydro-β-carbolin
