Synthesis and characterization of a compact tricyclic resorcinol from (+)- and (-)-3-pinanol.

abstract

• Resorcinol derivatives are important building blocks in the synthesis of natural products and pharmaceutical compounds including cannabinoids. Here we describe the synthesis and the structural characterization of a key resorcinol which carries a fully restricted bridged bicyclic group. We also report a potential mechanism for the acid catalyzed condensation of (+)- or (-)-3-pinanol with 2,6-dimethoxyphenol. The synthesized resorcinol facilitates the development of novel conformationally restricted cannabinoid analogs.

authors

• Lu, Dai

published proceedings

• Tetrahedron Lett

altmetric score

• 7

author list (cited authors)

• Lu, D., Nikas, S. P., Han, X., Parrish, D. A., & Makriyannis, A.

citation count

• 4

complete list of authors

• Lu, Dai||Nikas, Spyros P||Han, Xiu-Wen||Parrish, Damon A||Makriyannis, Alexandros

publication date

• January 2012

publisher

• Elsevier  Publisher

published in

• Tetrahedron Letters  Journal

keywords

• 3-pinanol
• Cannabinoids
• Resorcinol

Digital Object Identifier (DOI)

• 10.1016/j.tetlet.2012.05.165

start page

• 4636

end page

• 4638

volume

• 53

issue

• 35

URL

• http://dx.doi.org/10.1016/j.tetlet.2012.05.165