15377-93-2Relevant articles and documents
Asymmetric Catalytic Vinylogous Addition Reactions Initiated by Meinwald Rearrangement of Vinyl Epoxides
Dong, Shunxi,Feng, Xiaoming,He, Jun,Lin, Lili,Song, Yanji,Xu, Jinxiu
, p. 14521 - 14527 (2021)
The first catalytic asymmetric multiple vinylogous addition reactions initiated by Meinwald rearrangement of vinyl epoxides were realized by employing chiral N,N′-dioxide/ScIII complex catalysts. The vinyl epoxides, as masked β,γ-unsaturated aldehydes, via direct vinylogous additions with isatins, 2-alkenoylpyridines or methyleneindolinones, provided a facile and efficient way for the synthesis of chiral 3-hydroxy-3-substituted oxindoles, α,β-unsaturated aldehydes and spiro-cyclohexene indolinones, respectively with high efficiency and stereoselectivity. The control experiments and kinetic studies revealed that the Lewis acid acted as dual-tasking catalyst, controlling the initial rearrangement to match subsequent enantioselective vinylogous addition reactions. A catalytic cycle with a possible transition model was proposed to illustrate the reaction mechanism.
New synthesis of 3-aryl-2,5-dihydrofurans
Chang, Meng-Yang,Lin, Chun-Yu,Pai, Chun-Li
, p. 1941 - 1948 (2007/10/03)
We present a straightforward synthesis of 3-aryl-2,5-dihydrofurans by ring contraction of 4-aryl-3,6-dihydro-2H-pyrans with the repeated treatment of MCPBA and BF3-OEt2. The building block 3-aryltetrahydrofuran-3-carboxylic acid with
Ring closing metathesis of phenyl-substituted dienes
Bujard,Briot,Gouverneur,Mioskowski
, p. 8785 - 8788 (2007/10/03)
A series of phenyl-substituted heterodienes 2a-f and 6 was prepared and subjected to ring closing metathesis (RCM) to give differently phenyl- substituted dihydropyrroles and dihydrofuran.
