Synthesis of 2-Ethenylcyclopropyl Aryl Ketones via Intramolecular SN2-like Displacement of an Ester.
The efficient synthesis of trans-2-ethenylcyclopropyl aryl ketones via an intramolecular SN2-like displacement of an allylic ester is reported. A novel 1,5-acyl shift process is also observed that contributes to the product mixture. Theoretical calculations provide a rationale for the observed product ratio.
Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095-1569, United States.
Michael E
ME
Jung
Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095-1569, United States.
Daniel L
DL
Sun
Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095-1569, United States.
Timothy A
TA
Dwight
Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095-1569, United States.
Peiyuan
P
Yu
Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095-1569, United States.
Wei
W
Li
Department of Chemistry and Biochemistry, University of California , Los Angeles, California 90095-1569, United States.
K N
KN
Houk