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http://dx.doi.org/10.5012/bkcs.2009.30.5.1012

Expedient One-Pot Synthesis of γ-hydroxybutenolides Starting from Baylis-Hillman Adducts: Lactonization, Isomerization, and Aerobic Oxidation of α-Methylene-γ-hydroxyester  

Kim, Ko-Hoon (Department of Chemistry and Institute of Basic Science, Chonnam National University)
Lee, Hyun-Seung (Department of Chemistry and Institute of Basic Science, Chonnam National University)
Kim, Sung-Hwan (Department of Chemistry and Institute of Basic Science, Chonnam National University)
Lee, Ka-Young (Department of Chemistry and Institute of Basic Science, Chonnam National University)
Lee, Ji-Eun (Department of Chemistry (BK21) and Central Instrument Facility, Gyeongsang National University)
Kim, Jae-Nyoung (Department of Chemistry and Institute of Basic Science, Chonnam National University)
Publication Information
Bulletin of the Korean Chemical Society / v.30, no.5, 2009 , pp. 1012-1020 More about this Journal
Abstract
We developed an efficient three-step synthetic protocol of $\gamma$-hydroxybutenolides starting from the Baylis-Hillman adducts: (i) bromination, (ii) Barbier reaction and (iii) one-pot $K_2CO_3$-mediated synthesis of $\gamma$-hydroxybutenolides. In addition, we showed the synthetic applicability of butenolides including self-dimerization, conjugate addition reaction, and alkylations.
Keywords
Baylis-Hillman adducts; $\gamma$-Hydroxybutenolides; Hydroxylation, Lactones;
Citations & Related Records
Times Cited By KSCI : 2  (Citation Analysis)
Times Cited By Web Of Science : 11  (Related Records In Web of Science)
Times Cited By SCOPUS : 11
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