Synthesis of Primitive Dendrimer Systems Bearing Bicyclo[3,2,0]Hept-6-en-6-yl Groups via Unique Au-catalyzed [2+2] Cyclization
- Authors
- Lee, Kyu Hwan; Jillella, Raveendra; Kim, Jaewoong; Oh, Chang Ho
- Issue Date
- May-2018
- Publisher
- WILEY-V C H VERLAG GMBH
- Keywords
- Gold catalyst; [2+2] cyclization; Propargylic carboxylate; Bicyclo[3,2,0]heptane
- Citation
- BULLETIN OF THE KOREAN CHEMICAL SOCIETY, v.39, no.5, pp.651 - 656
- Indexed
- SCIE
SCOPUS
KCI
- Journal Title
- BULLETIN OF THE KOREAN CHEMICAL SOCIETY
- Volume
- 39
- Number
- 5
- Start Page
- 651
- End Page
- 656
- URI
- https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/150092
- DOI
- 10.1002/bkcs.11445
- ISSN
- 0253-2964
- Abstract
- Propargylic pivaloates bearing an alkynyl group at a three-carbon tether under the gold catalysis would undergo [3,3] rearrangements of propargylic pivaloates followed by tandem [2+2] cyclization to give the corresponding 6-acylbicyclo[3,2,0]hept-6-ens. In continuing work, we prepared various substrates bearing two arms of alkyne-propargylic pivaloates to explore primitive dendrimer concept bicyclic compounds. Finally, we could obtain a series of diasteromeric compounds bearing two arms of 6-acylbicyclo[3,2,0]hept-6-ene groups in high yields.
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