TY  - JOUR
ID  - pittir19891
UR  - http://d-scholarship-dev.library.pitt.edu/19891/
IS  - 11
A1  - Rivkin, A
A1  - Gonzalez-Lopez De Turiso, F
A1  - Nagashima, T
A1  - Curran, DP
Y1  - 2004/05/28/
N2  - A novel approach toward the synthesis of the BCD ring system of penitrem D is described. The strategy capitalizes on the fast cyclization rates of aryl radicals into cyclobutenes and allows access to a variety of fused tricyclic structures. Radical/polar crossover reactions of precursors 24-29 promoted by samarium diiodide in the presence of HMPA and acetone allow access to the fully functionalized BCD ring system of penitrem D. The stereochemical implications of these processes are evaluated, and a Pd-mediated cyclization approach toward the penitrems is also introduced.
JF  - Journal of Organic Chemistry
VL  - 69
SN  - 0022-3263
TI  - Radical and palladium-catalyzed cyclizations to cyclobutenes: An entry to the BCD ring system of penitrem D
SP  - 3719 
AV  - public
EP  -  3725
ER  -