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Cited 6 time in webofscience Cited 9 time in scopus
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Gold(III)-Catalyzed Intramolecular Furanylation and Cyclopropanation of Acyclic Conjugated Enynones

Authors
Oh, Chang HoPiao, LanhuaKim, Ji Hee
Issue Date
Jan-2013
Publisher
Georg Thieme Verlag
Keywords
cyclization; gold catalyst; furanylation; cyclopropanation; enynone
Citation
Synthesis, v.45, no.2, pp 174 - 182
Pages
9
Indexed
SCI
SCIE
SCOPUS
Journal Title
Synthesis
Volume
45
Number
2
Start Page
174
End Page
182
URI
https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/143777
DOI
10.1055/s-0032-1317926
ISSN
0039-7881
1437-210X
Abstract
We have developed an efficient cascade gold-catalyzed furanylation-cyclopropanation of acyclic (E)-deca-2,9-dien-4-yn-1-ones and an (E)-undeca-2,10-dien-4-yn-1-one to give 1-(2-furyl)bicyclo[3.1.0]hexanes and a 1-(2-furyl) bicyclo[4.1.0]heptane, respectively. This requires a configurational change from the E-isomer to the Z-isomer prior to furan formation. The intermediate was proposed to be a gold-carbene, which would undergo cyclopropanation to furnish the product.
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