Preparation of 2-Trialkylsiloxy- Substituted 1,3-Dienes and Their Diels−Alder/Cross-Coupling Reactions
journal contributionposted on 26.04.2007 by Ramakrishna R. Pidaparthi, Mark E. Welker, Cynthia S. Day, Marcus W. Wright
Any type of content formally published in an academic journal, usually following a peer-review process.
2-Triethylsiloxy-substituted 1,3-butadiene has been prepared in gram quantities from chloroprene via a simple synthetic procedure. Silatrane and catechol-substituted analogues of this main group element substituted diene were prepared by ligand exchange and characterized by X-ray crystallography in addition to standard spectroscopic techniques. Diels−Alder reactions of these dienes are reported as well as subsequent TBAF assisted/Pd-catalyzed Hiyama cross-coupling reactions of those Diels−Alder adducts.