jo5020245_si_002.cif (15.72 kB)
Platinum-Catalyzed Tandem Cycloisomerization Reaction of Benzoendiynyl Esters: Regioselective Long-Range 1,5-Acyl Migration
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posted on 2014-11-07, 00:00 authored by Zhiyuan Chen, Xuegong Jia, Jiapian Huang, Jianjun YuanA PtII-catalyzed intramolecular chemo- and regioselective
pentannulation/long-range 1,5-acyl migration reaction is described.
This cascade cycloisomerization protocol produces a wide variety of
benzofulvene diketones in good to excellent yields with exclusively
the Z configuration of the exocyclic double bond
of the final product. The 18O isotope experiment together
with 13C NMR, HRMS, and HMBC analyses confirmed an interesting
long-range acyl rearrangement process in this transformation.
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Regioselectiveacyl rearrangement processintramolecularmigrationAcylregioselectivevariety13 C NMRexocyclicTandemHRMSHMBC analysesBenzoendiynyl EstersMigrationApentannulationbenzofulvene diketonesZ configuration18 O isotope experimentyieldtransformationcascade cycloisomerization protocolchemobondCycloisomerization
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