1011465-24-9Relevant articles and documents
31P NMR Based Method for Determining Enantiopurity of Chiral Phosphoric Acids and Its Application to the BINOL- and H8-BINOL-Based Chiral Phosphoric Acid Thermal Racemization Studies
Tay, Jia-Hui,Nagorny, Pavel
, p. 551 - 554 (2016)
A simple and reliable protocol for determining the enantiopurity of 3,3′-substituted BINOL- and H8-BINOL-based chiral phosphoric acids (CPA) using 31P NMR spectroscopy in the presence of chiral amines as the discriminating agents is described.
Chiral phosphoric acid catalyzed asymmetric friedel-crafts alkylation of indoles with nitroolefins
Tang, Hong-Ying,Zhang, Zhong-Biao
, p. 2038 - 2046 (2011/11/30)
Asymmetric Michael-type Friedel-Crafts (F-C) alkylations of indoles with nitroolefins catalyzed by a chiral H8-BINOL-based phosphoric acid were investigated. The reactions took place very smoothly in the presence of only 5 mol-% of catalyst at
Enantioselective BINOL-phosphoric acid catalyzed Pictet - Spengler reactions of N-benzyltryptamine
Sewgobind, Nishant V.,Wanner, Martin J.,Ingemann, Steen,De Gelder, Rene,Van Maarseveen, Jan H.,Hiemstra, Henk
, p. 6405 - 6408 (2008/12/22)
(Chemical Equation Presented) Optically active tetrahydro-β-carbolines were synthesized via an (R)-BINOL-phosphoric acid-catalyzed asymmetric Pictet-Spengler reaction of N-benzyltryptamine with a series of aromatic and aliphatic aldehydes. The tetrahydro-β-carbolines were obtained in yields ranging from 77% to 97% and with ee values up to 87%. The triphenylsilyl- substituted BINOL-phosphoric acid proved to be the catalyst of choice for the reaction with aromatic aldehydes. For the aliphatic aldehydes, 3,5-bistrifluoromethylphenyl-substituted BINOL-phosphoric acid was identified as the best catalyst.