1228600-99-4Relevant articles and documents
The development of the asymmetric Morita-Baylis-Hillman reaction catalyzed by chiral Bronsted acids
McDougal, Nolan T.,Trevellini, Whitney L.,Rodgen, Stacy A.,Kliman, Laura T.,Schaus, Scott E.
, p. 1231 - 1240 (2004)
This report describes the development of a chiral Bronsted acid-catalyzed asymmetric Morita-Baylis-Hillman (MBH) reaction of cyclohexenone with aldehydes. During the course of our studies on chiral Lewis acid-promoted MBH reactions, we discovered that chi
Synthesis and structural aspects of N-triflylphosphoramides and their calcium salts'highly acidic and effective Bronsted acids
Rueping, Magnus,Nachtsheim, Boris J.,Koenigs, Rene M.,Ieawsuwan, Winai
experimental part, p. 13116 - 13126 (2011/02/24)
Recently, 1,1′-bi-2-naphthol (BINOL)-based N-triflylphosphoramides emerged as a new class of potent Bronsted acid catalysts. In this paper we describe the efficient synthesis of various BINOL-based N- triflylphosphoramides and their calcium salts. Furthermore, X-ray crystal structure analysis combined with energy-dispersive X-ray spectroscopy (EDX) measurements confirmed that the synthesised chiral N-triflylphosphoramides are highly acidic metal-free catalysts. Freedom! The synthesis and structure determination of various 1,1′-bi-2-naphthol (BINOL)-based N-triflylphosphoramides and their corresponding calcium salts is presented. A simple acidic treatment of the calcium salts provides the metal-free Bronsted acids (see scheme; Tf=trifluoromethanesulfonyl).
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.