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.
Direct Interconversion of BINOL and H8-BINOL-Based Chiral Br?nsted Acids Using Single-Step Red/Ox Manipulations
Tay, Jia-Hui,Arguelles, Alonso J.,Nagorny, Pavel
, p. 3774 - 3777 (2015)
A direct single-step hydrogenation of BINOL-based chiral phosphoric acids, N-triflyl phosphoramides, and disulfonimides to the corresponding H8-BINOL Br?nsted acids in excellent yields and chemoselectivities is described. In addition, the conditions for t
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
A convenient protocol for the synthesis of axially chiral Br?nsted acids
Bartoszek, Michael,Beller, Matthias,Deutsch, Jens,Klawonn, Markus,K?ckritz, Angela,Nemati, Navid,Pews-Davtyan, Anahit
, p. 1316 - 1322 (2008/09/17)
Partially hydrogenated binaphthol monophosphoric acids were prepared via an improved four-step sequence. It is demonstrated that typical protection and deprotection of the phenolic groups are dispensable. The vinyl-substituted derivative has been polymerized to give a novel polymerized organocatalyst.
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.
Chiral phosphoric acid catalyzed asymmetric Friedel-Crafts alkylation of indoles with simple α,β-unsaturated aromatic ketones
Tang, Hong-Ying,Lu, Ai-Dang,Zhou, Zheng-Hong,Zhao, Guo-Feng,He, Lian-Nian,Tang, Chu-Chi
experimental part, p. 1406 - 1410 (2009/04/04)
Asymmetric Michael-type Friedel-Crafts (F-C) alkylations of indoles with nonchelating α,β-unsaturated aromatic ketones catalyzed by a chiral H8-BINOL-based phosphoric acid were investigated. The reactions took place smoothly in the presence of