• Journal Article

Preparation of 2-trialkylsiloxy-substituted 1,3-dienes and their Diels-Alder/cross-coupling reactions

Citation

Pidaparthi, R., Welker, M. E., Day, C. S., & Wright, M. W. (2007). Preparation of 2-trialkylsiloxy-substituted 1,3-dienes and their Diels-Alder/cross-coupling reactions. Organic Letters, 9(9), 1623-1626. DOI: 10.1021/ol070089e

Abstract

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