459797-15-0Relevant academic research and scientific papers
PdCl2-catalyzed two-component cross-coupling cyclization of 2,3-allenoic acids with 2,3-allenols. An efficient synthesis of 4-(1′,3′-dien-2′-yl)-2(5H)-furanone derivatives
Ma, Shengming,Gu, Zhenhua
, p. 6182 - 6183 (2005)
Cross-coupling cyclization reaction between 2,3-allenoic acids 1 and 2,3-allenols 2, in which two allenes functioned differently, was realized to afford 4-(1′,3′-dien-2′-yl)-2(5H)-furanone derivatives 3. The reaction may proceed via an oxypalladation, insertion, and β-hydroxide elimination process. A high E-stereoselectivity of the new formed C=C double bond was observed. Copyright
PdCl2/NaI-catalyzed homodimeric coupling-cyclization reaction of 2,3-allenols: An efficient synthesis of 4-(1′,3′-dien-2′-yl)- 2,5-dihydrofuran derivatives
Deng, Youqian,Yu, Yihua,Ma, Shengming
, p. 585 - 589 (2008/09/17)
(Chemical Equation Presented) A PdCl2/NaI-catalyzed homodimeric coupling-cyclization reaction of 2,3-allenols was observed to provide an efficient route to 4-(1′,3′-dien-2′-yl)-2,5-dihydrofuran derivatives. By using the easily available optical
Efficient synthesis of 4-(2′-alkenyl)-2,5-dihydrofurans and 5,6-dihydro-2H-pyrans via the Pd-catalyzed cyclizative coupling reaction of 2,3- or 3,4-allenols with allylic halides
Ma, Shengming,Gao, Wenzhong
, p. 6104 - 6112 (2007/10/03)
In the absence of a base, palladium(II) catalysts, such as PdCl2, PdCl2(CH3CN)2, Pd(OAc)2, and [(π-C3H5)PdCl]2, can catalyze the cyclizative coupling reaction of 2,3- or 3,4-allenols with allylic halides in DMA at room temperature to provide 2,5-dihydrofurans and 5,6-dihydro-2H-pyrans, respectively, in moderate to good yields. Under similar reaction conditions, nonsubstituted 2,3-allenol 1s affords bimolecular cyclizative coupling product 5s as the major product. The scope of the reaction and its mechanism have been studied briefly. On the basis of the experimental results, the transformation was believed to proceed via a divalent palladium-catalyzed pathway.
