Progress toward the synthesis of the natural product corydendramine A

CHED 848

Kristin A. Milinkevich and Christopher J. Nichols. Department of Chemistry, California State University, Chico, 400 W. 1st Street, Chico, CA 95929-0210
A synthesis of Corydendramine A is being pursued, using a Pd0 catalyzed coupling of a trans vinyl iodide to form the triene system. The vinyl iodide was synthesized from the corresponding aldehyde through a Takai reaction. Since a mixture of both cis and trans forms were obtained, an elimination to the corresponding alkyne followed by hydrozirconation were also performed to obtain the desired compound. Coupling of several trans vinyl iodides with the other half of the molecule were attemped in an effort to construct derivatives of Corydendramine A.