1184181-99-4Relevant academic research and scientific papers
A remarkably useful sulfur bridge as synthetic lever in an approach to Javanicin B
Dion, Amélie,Spino, Claude
, p. 894 - 919 (2017)
A concise and efficient synthesis of a non-racemic advanced intermediate to the quassinoid javanicin B is disclosed. The strategy is centred on a triple diene-transmissive Diels-Alder cycloaddition to form the four rings of javanicin B. A sulfur bridge plays several crucial roles allowing an intramolecular cycloaddition to occur with complete stereoselectivity, controlling the stereochemical outcome of another cycloaddition, and transforming into a pivotal electrophile for the introduction of a particularly hindered methyl group.
Intramolecular imino Diels - Alder reaction: Progress toward the synthesis of uncialamycin
Desrat, Sandy,Van De Weghe, Pierre
supporting information; experimental part, p. 6728 - 6734 (2009/12/31)
(Chemical Equation Presented) We herein described an intramolecular imino Diels-Alder reaction promoted with BF3 3 OEt2/DDQ affording substituted quinolines. Using this procedure, we prepared the chiral quinoline moiety of the uncialamycin, a new enediyne natural product.
Axial chiral liquid crystals - Synthesis of trisubstituted allenyl ethers
Lunkwitz, Ralph,Zab, Kerstin,Tschierske, Carsten
scheme or table, p. 662 - 668 (2011/10/11)
The synthesis of racemic and enantiomerical enriched axial chiral liquid crystalline compounds incorporating a trisubstituted allene unit is described. All compounds 16-28 display the smectic C-phase and mostly also a nematic mesophase. All investigated e
