The
cyclopropanation reaction of 3-diazooxindoles with arenes was
first accomplished using visible-light irradiation. A series of spiro[norcaradiene-7,3′-indolin]-2′-ones
were synthesized for the first time in high yields and with excellent
diastereoselectivities. The synthetic usefulness of this catalyst-free
photochemical methodology is illustrated by the further controllable
rearrangement and epoxidation reactions.
Asymmetric allylic substitution of Morita–Baylis–Hillman (MBH) carbonates with less-nucleophilic phenols mediated by nucleophilic amine catalysis was successfully developed.
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