1383456-23-2Relevant academic research and scientific papers
Nonstatistical dynamic effects in the thermal C2-C6 Diels-Alder cyclization of enyne-allenes
Samanta, Debabrata,Cinar, Mehmet Emin,Das, Kalpataru,Schmittel, Michael
, p. 1451 - 1462 (2013/03/28)
The Diels-Alder (DA) reaction channel of the thermal C2-C 6 (Schmittel) cyclization of enyne-allenes is studied computationally and experimentally evaluating the influence of temperature on product ratios. Remote substituents at the alkyne terminus influence the mechanism of the C 2-C6/DA cyclization steering it either to a stepwise or a concerted course. Temperature independent product ratios, selectivity of product formation, and computational results obtained at (U)BLYP/6-31G(d) level unveil a mechanism that is strongly controlled by nonstatistical dynamics.
Silver-catalyzed C-C bond formation with carbon dioxide: Significant synthesis of dihydroisobenzofurans
Sekine, Kohei,Takayanagi, Ayano,Kikuchi, Satoshi,Yamada, Tohru
, p. 11320 - 11322 (2013/12/04)
The silver salt catalyzed the C-C bond forming reaction of o-alkynylacetophenone derivatives and carbon dioxide. In this reaction, a carbonyl group and a furan skeleton were successively constructed to afford the corresponding dihydroisobenzofuran derivatives.
Chiral counteranion-directed silver-catalyzed asymmetric synthesis of 1,2-dihydroisoquinolines by Friedel-Crafts alkylation reactions
Zhang, Jun-Wei,Xu, Zhe,Gu, Qing,Shi, Xiao-Xin,Leng, Xue-Bing,You, Shu-Li
, p. 5263 - 5268 (2012/08/08)
The reaction of ortho-alkynylaryl aldimines and indoles catalyzed by a silver binol-derived phosphate was realized to afford a series of enantioenriched 1,2-dihydroisoquinolines in moderate to good yields and ee. An interesting phenomenon that highly enantioenriched products could be obtained from their lower ee form by silica gel column chromatography was observed, providing an easy access to the enantiopure form of the product.
