Table 1. Effect of steric bulk and hydrogen bonding on the aryne Alder-ene reaction.
a20–25 mg scale of 1.
bDetermined by 1H NMR of crude mixtures.
cIsolated yield.
dDiastereomeric ratios.
e52% yield with 75% conversion at 150 °C, 40 h.
fDetermined by 1H NMR with an internal standard.
gStarting material intact at 130 °C but decomposed at 170 °C.
hNo product observed with decomposition of the starting materials.
iHeating at 90 °C.