Diels-Alder chemistry of 2-diethoxyphosphinylcyclohex-2-enones. A new approach to complex phosphonates and synthetic applications of the beta-keto phosphonate system.
Enone phosphonates 1 and 2 were found to be excellent dienophiles for the Diels-Alder reaction, giving phosphonate-containing polycycles, and the phosphonate group of the resulting adducts facilitated both the installation of an angular alkyl group via a reductive alkylation process and the regioselective generation of a ring junction double bond via an intramolecular Wadsworth-Horner-Emmons reaction.
Department of Chemistry, National Tsing Hua University, Hsinchu, Taiwan 30013, Republic of China.
Chiung-Fang
CF
Chien
Jen-Dar
JD
Wu
Tai Wei
TW
Ly
Kak-Shan
KS
Shia
Hsing-Jang
HJ
Liu