75866-71-6Relevant articles and documents
Chiral cationic polyamines for chiral microcapsules and siRNA delivery
Gharavi, Justin,Marks, Patrick,Moran, Kelly,Kingsborough, Brett,Verma, Ruchi,Chen, Yuan,Deng, Ruitang,Levine, Mindy
supporting information, p. 5919 - 5922 (2013/10/22)
Reported herein is the use of chiral cationic polyamines for two intriguing applications: fabrication of chiral covalently-linked microcapsules, and enantiospecific delivery of siRNA to Huh 7 cells. The microcapsules are easily fabricated from homochiral polymers, and the resulting architectures can be used for supramolecular chiral catalysis and many other potential applications. Enantiospecific delivery of siRNA to Huh 7 cells is seen by one 'enantiomer' of the polymers delivering siRNA with significantly improved transfection efficiency and reduced toxicity compared to the 'enantiomeric' polymer and commercially available transfection reagents. Taken together, the use of these easily accessible polyamine structures for diverse applications is highlighted in this Letter herein and can lead to numerous future research efforts.
Straightforward synthesis of chiral hydroxy isocyanides
Bauer, Michael,Kazmaier, Uli
scheme or table, p. 2360 - 2366 (2009/09/05)
Various types of hydroxy isocyanides have been prepared from the corresponding amino alcohols. These hydroxy isocyanides are interesting building blocks for multicomponent reactions and the synthesis of (hydroxyalkyl) oxazoline ligands. The isocyanides ar
Synthesis and catalytic properties of diverse chiral polyamines
Levine, Mindy,Kenesky, Craig S.,Zheng, Shengping,Quinn, Jordan,Breslow, Ronald
, p. 5746 - 5750 (2008/12/22)
Chiral polyamines can be utilized for a variety of potential applications, ranging from asymmetric catalysis to nonviral gene delivery systems for DNA and RNA. They can also be utilized to solubilize carbon nanotubes. Thus, methods for the straightforward synthesis of chiral polyamines are needed. We present herein two synthetic strategies for accessing chiral polyamines. The potential of these chiral amines to catalyze two organic reactions with a high degree of chiral induction was also explored.
Synthesis and Characterization of Chiral Oxazolidine-2-selones: A General One-Step Procedure from Readily Available Oxazolines
Peng, Jie,Barr, Mary E.,Ashburn, David A.,Odom, Jerome D.,Dunlap, R. Bruce,Silks, Louis A.
, p. 4977 - 4987 (2007/10/02)
The synthesis of a wide variety of chiral oxazolidine-2-selones from readily available 2-oxazolines has been accomplished in one step with yields ranging from 82 to 98percent.A mechanistic investigation of the formation of these selones has indicated the presence of intermediate anions which have been characterized by 13C and 77Se NMR spectroscopy.X-ray crystallographic data suggest the chiral selones exists as dimeric pairs or networks linked by unusual selenium hydrogen bonds.These chiral reagents exhibit extraordinary 77Se chemical shift sensitivity and are useful for the detection and quantitation of chirality at remotely disposed chiral centers.
A mild, general preparation of N-acyl aziridines and 2-substituted 4(S)-benzyloxazolines
Bates, Gordon S.,Varelas, Michael A.
, p. 2562 - 2566 (2007/10/02)
The conversion of a wide range of carboxylic acids into their acyl imidazolides with subsequent addition of an aziridine rapidly gives a quantitative yield of the corresponding N-acyl aziridines.Iodide (or bromide) ion catalysed rearrangement of N-acyl 2(S)-benzylaziridines 1 to oxazolines 6 proceeds quantitatively.
