Literature DB >> 17391008

One-step synthesis of oxazoline and dihydrooxazine libraries.

Priyanka Chaudhry1, Frank Schoenen, Benjamin Neuenswander, Gerald H Lushington, Jeffrey Aubé.   

Abstract

The reactions of 1,2- and 1,3-hydroxyalkyl azides and aldehydes in the presence of Lewis acid result in the one-step construction of oxazolines and dihydrooxazines, respectively. The reaction was adapted to parallel synthesis using a polymer-bound phosphine to scavenge excess hydroxyalkyl azide. Thus, a 60-member library of various disubstituted oxazolines and di- and trisubstituted dihydrooxazines was generated.

Entities:  

Mesh:

Substances:

Year:  2007        PMID: 17391008      PMCID: PMC2539067          DOI: 10.1021/cc060159t

Source DB:  PubMed          Journal:  J Comb Chem        ISSN: 1520-4766


  18 in total

1.  Total synthesis of FR901483.

Authors:  M Ousmer; N A Braun; M A Ciufolini
Journal:  Org Lett       Date:  2001-03-08       Impact factor: 6.005

2.  Recent developments in the application of oxazoline-containing ligands in asymmetric catalysis.

Authors:  Helen A McManus; Patrick J Guiry
Journal:  Chem Rev       Date:  2004-09       Impact factor: 60.622

3.  Antibacterial agents that inhibit lipid A biosynthesis.

Authors:  H R Onishi; B A Pelak; L S Gerckens; L L Silver; F M Kahan; M H Chen; A A Patchett; S M Galloway; S A Hyland; M S Anderson; C R Raetz
Journal:  Science       Date:  1996-11-08       Impact factor: 47.728

4.  N-thioacyl 1,3-amino alcohols: synthesis via ring-opening of oxiranes with thioamide dianions and applications as key intermediates leading to stereochemically defined 5,6-dihydro-4H-1,3-oxazines and 1,3-amino alcohols.

Authors:  Toshiaki Murai; Hiroaki Sano; Hiroyasu Kawai; Hideo Aso; Fumitoshi Shibahara
Journal:  J Org Chem       Date:  2005-09-30       Impact factor: 4.354

5.  Modular synthesis of cyclic peptidomimetics inspired by gamma-turns.

Authors:  Senthil Kumar Ramanathan; John Keeler; Huey-Lih Lee; D Srinavasa Reddy; Gerald Lushington; Jeffrey Aubé
Journal:  Org Lett       Date:  2005-03-17       Impact factor: 6.005

6.  Synthesis and biological evaluation of 2-indolyloxazolines as a new class of tubulin polymerization inhibitors. Discovery of A-289099 as an orally active antitumor agent.

Authors:  Qun Li; Keith W Woods; Akiyo Claiborne; Stephen L Gwaltney; Kenneth J Barr; Gang Liu; Laura Gehrke; R Bruce Credo; Yu Hua Hui; Jang Lee; Robert B Warner; Peter Kovar; Michael A Nukkala; Nicolette A Zielinski; Stephen K Tahir; Michael Fitzgerald; Ki H Kim; Kennan Marsh; David Frost; Shi-Chung Ng; Saul Rosenberg; Hing L Sham
Journal:  Bioorg Med Chem Lett       Date:  2002-02-11       Impact factor: 2.823

7.  First asymmetric synthesis of a 6-alkoxy-5,6-dihydro-1,3-oxazine: a promising enantioselective route to beta-amido aldehydes

Authors: 
Journal:  Org Lett       Date:  2000-03-09       Impact factor: 6.005

8.  Westiellamide, a bistratamide-related cyclic peptide from the blue-green alga Westiellopsis prolifica.

Authors:  M R Prinsep; R E Moore; I A Levine; G M Patterson
Journal:  J Nat Prod       Date:  1992-01       Impact factor: 4.050

9.  Rilmenidine lowers arterial pressure via imidazole receptors in brainstem C1 area.

Authors:  R E Gomez; P Ernsberger; G Feinland; D J Reis
Journal:  Eur J Pharmacol       Date:  1991-03-26       Impact factor: 4.432

10.  Highly efficient biomimetic total synthesis and structural verification of bistratamides E and J from Lissoclinum bistratum.

Authors:  Shu-Li You; Jeffery W Kelly
Journal:  Chemistry       Date:  2004-01-05       Impact factor: 5.236

View more
  3 in total

1.  High-load, oligomeric monoamine hydrochloride: Facile generation via ROM polymerization and application as an electrophile scavenger.

Authors:  Diana S Stoianova; Lei Yao; Alan Rolfe; Thiwanka Samarakoon; Paul R Hanson
Journal:  Tetrahedron Lett       Date:  2008       Impact factor: 2.415

2.  Chemoenzymatic route to stereodefined 2-(azidophenyl)oxazolines for click chemistry.

Authors:  Paige J Monsen; Frederick A Luzzio
Journal:  Tetrahedron Lett       Date:  2020-12-17       Impact factor: 2.415

3.  Cyclization-carbonylation-cyclization coupling reaction of propargyl ureas with palladium(II)-bisoxazoline catalyst.

Authors:  Taichi Kusakabe; Koujiro Kawaguchi; Miya Kawamura; Naohiko Niimura; Rong Shen; Hiroyuki Takayama; Keisuke Kato
Journal:  Molecules       Date:  2012-08-02       Impact factor: 4.411

  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.