Chiral Aryliodine-Mediated Enantioselective Organocatalytic
Spirocyclization: Synthesis of Spirofurooxindoles via Cascade Oxidative
C–O and C–C Bond Formation
Version 2 2016-10-31, 17:03
Version 1 2016-10-21, 19:48
Posted on 2016-10-21 - 00:00
An
enantioselective organocatalytic oxidative spirocyclization
of alkyl 3-oxopentanedioate monoamide derivatives leading to the formation
of diverse spirofurooxindoles with high enantioselectivity has been
realized via chiral aryliodine-mediated cascade C–O and C–C
bond formations. The reaction is postulated to proceed via oxidative
C–O bond formation followed by oxidative C–C bond formation,
with the latter being the enantioselectivity-determining step.
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Cao, Yang; Zhang, Xiang; Lin, Guangyu; Zhang-Negrerie, Daisy; Du, Yunfei (2016). Chiral Aryliodine-Mediated Enantioselective Organocatalytic
Spirocyclization: Synthesis of Spirofurooxindoles via Cascade Oxidative
C–O and C–C Bond Formation. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.6b02816
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