129150-61-4Relevant academic research and scientific papers
Gram-scale enantioselective formal synthesis of morphine through an orth?para oxidative phenolic coupling strategy
Tissot, Matthieu,Phipps, Robert J.,Lucas, Catherine,Leon, Rafael M.,Pace, Robert D.M.,Ngouansavanh, Tifelle,Gaunt, Matthew J.
, p. 13498 - 13501 (2014)
A gram-scale catalytic enantioselective formal synthesis of morphine is described. The key steps of the synthesis involve an orth?para oxidative phenolic coupling and a highly diastereoselective "desymmetrization" of the resulting cyclohexadienone that generates three of the four morphinan ring junction stereocenters in one step. The stereochemistry is controlled from a single carbinol center installed through catalytic enantioselective hydrogenation. These transformations enabled the preparation of large quantities of key intermediates and could support a practical and scalable synthesis of morphine and related derivatives.
Optical control of TRPV1 channels
Stein, Marco,Breit, Andreas,Fehrentz, Timm,Gudermann, Thomas,Trauner, Dirk
, p. 9845 - 9848 (2013/09/23)
Controlling pain with light: TRPV1 channels mediate the response to noxious heat and can be activated by capsaicin, the major ingredient of chili pepper. Novel azobenzene photoswitches can be used for the optical control of TRPV1. One of these compounds antagonizes capsaicin in a light-dependent fashion, demonstrating that a photoswitchable antagonist and an agonist can be applied in concert to modulate ion channel activity. Copyright
A new approach to combretastatin D2
Cousin, David,Mann, John,Nieuwenhuyzen, Mark,Van Den Berg, Hendrik
, p. 54 - 62 (2007/10/03)
A concise and convergent route to combretastatin D2 is described together with some preliminary biological data. The Royal Society of Chemistry 2006.
A facile and practical synthesis of capsazepine, a vanilloid receptor antagonist
Lee, Jeewoo,Lee, Jiyoun
, p. 4127 - 4140 (2007/10/03)
A facile and practical synthesis of capsazepine, a vanilloid receptor antagonist, has been accomplished from isovanillin in 8 steps via an efficient intramolecular Mannich cyclization.
An Ullmann ether reaction involving an alkynyl substrate: A convergent route to a combretastatin intermediate
Blase,Banerjee
, p. 3187 - 3197 (2007/10/02)
We found that we could employ a disubstituted alkynyl halide in an Ullmann ether reaction to produce the cis-alkene intermediate 3 of the combretastatin natural products.
