1236112-80-3Relevant academic research and scientific papers
Winding up alkynes: A Pd-catalyzed tandem-domino reaction to chiral biphenyls
Leibeling, Markus,Werz, Daniel B.
, p. 6138 - 6141 (2012)
Wrap it up! An intramolecular Pd-catalyzed tandem-domino process leading to highly sterically encumbered biphenyls is reported. The chirality of the newly formed axis is induced by the configuration of the carbohydrate backbone. Copyright
Hybrids of sugars and aromatics: A Pd-catalyzed modular approach to chromans and isochromans
Leibeling, Markus,Koester, Dennis C.,Pawliczek, Martin,Kratzert, Daniel,Dittrich, Birger,Werz, Daniel B.
scheme or table, p. 3656 - 3667 (2010/08/05)
Herein we describe the synthesis of highly substituted chromans and isochromans using carbohydrates as starting materials. The key step of our synthetic approach is the annelation of the benzene moiety via a highly efficient Pd-catalyzed domino reaction. This powerful approach led to a small library of highly substituted chromans and isochromans by making use of a variety of different diynes and bromoglycals. We investigated several Pd-catalysts in order to improve the yields and to enlarge the scope of the domino reaction. Furthermore, we elucidated the mechanistic picture of the reaction with isotope-labelling experiments. Most probably the reaction proceeds via an oxidative addition followed by two carbopalladation steps and a final cyclization reaction.
