336800-61-4Relevant academic research and scientific papers
Lewis base-catalyzed electrophilic lactonization of selenyl bromide resin and facile solid-phase synthesis of furan-2(5H)-one derivatives
Jun He, Rong,Chun Zhu, Bing,Wang, Yu Guang
, p. 523 - 528 (2014/07/07)
A facile solid-phase synthesis approach was developed for the rapid synthesis of multi-substituted furan-2(5H)-one derivatives libraries. The synthetic strategy included the selenyl bromide resin-induced electrophilic lactonization catalyzed by Lewis base, lithiation, nucleophilic substitution and oxidation-elimination of the selenium resins. The advantages of the new method are good yields, high purity, straightforward operations and high diversity of the products, lack of odor, and good stability of the selenium resins. Copyright
Carbometalation-carboxylation of 2,3-allenols with carbon dioxide: A dramatic effect of halide anion
Li, Suhua,Miao, Bukeyan,Yuan, Weiming,Ma, Shengming
supporting information, p. 977 - 979 (2013/04/10)
The cyclic organometallic intermediates formed via CuCl-mediated highly regio- and stereoselective carbomagnesiation of 2,3-allenols with Grignard reagents may smoothly react with carbon dioxide to afford 2(5H)-furanones. A dramatic effect of the halide anion from the Grignard reagent (Br vs Cl) for CO2 activation was observed. The reaction proceeded smoothly under mild conditions to afford the products in 58-93% yields.
Isothiourea-catalyzed asymmetric O- to C-carboxyl transfer of furanyl carbonates
Joannesse, Caroline,Morrill, Louis C.,Campbell, Craig D.,Slawin, Alexandra M. Z.,Smith, Andrew D.
, p. 1865 - 1879 (2011/08/05)
The ability of a chiral isothiourea to promote the regio- and enantioselective O- to C-carboxyl transfer of a series of 3-alkyl-5-aryl- and 5-methyl-3-phenylfuranyl carbonates is examined, generating preferentially the -regioisomers (α/γ up to 83:17) with high asymmetric induction (up to 83% ee). Georg Thieme Verlag Stuttgart - New York.
Gold-catalyzed cyclization of tert-butyl allenoate: General synthesis of 2,4-functionalized butenolides
Kang, Ji-Eun,Lee, Eun-Sun,Park, Sang-Il,Shin, Seunghoon
, p. 7431 - 7433 (2007/10/03)
AuCl3 efficiently catalyzes cyclization of tert-butyl allenoates into γ-butenolides. Advantage of directly using allenic ester precursor instead of corresponding acid is demonstrated in the synthesis of a variety of 2,4-disubstituted butenolides. A low catalyst loading and mild reaction condition makes this process an attractive alternative over conventional methods using strong Lewis acids.
