156607-08-8Relevant articles and documents
Fused oxacycle synthesis via radical cyclization of -β alkoxyacrylates
Lee, Eun,Tae, Jin Sung,Chong, You Hoon,Park, Yong Cheol,Yun, Mikyung,Kim, Sangsoo
, p. 129 - 132 (1994)
β-Alkoxyacrylates are efficient radical acceptors in intramolecular addition of O-stannyl ketyls. This cyclization reaction can be applied reiteratively to form fused oxacycles.
Diastereoselective synthesis of 3,3-disubstituted 3-nitro-4-chromanone derivatives as potential antitumor agents
Chen, Huiqing,Xie, Jia,Xing, Dong,Wang, Jinping,Tang, Jie,Yi, Zhengfang,Xia, Fei,Qiu, Wen-Wei,Yang, Fan
supporting information, p. 1062 - 1066 (2019/02/07)
We report an efficient and highly diastereoselective protocol for the rapid construction of 3-nitro substituted 4-chromanones by an intramolecular Michael-type cyclization of α-nitro aryl ketones bearing unsaturated ester units. A catalytic amount of KOtB
Synthesis of Highly Functionalized Chiral Benzopyrano[3,4-c]pyrrolidines Bearing Five Contiguous Stereogenic Centers
Sato, Toru,Miyazaki, Tomoya,Arai, Takayoshi
, p. 10346 - 10352 (2015/11/03)
A chiral bis(imidazolidine)pyridine-Cu complex smoothly catalyzed the asymmetric [3 + 2] cycloaddition reaction of α,β-unsaturated ester-containing nitroalkenes with imino esters to give endo-pyrrolidine products in a highly enantioselective manner while maintaining the α,β-unsaturated ester functionality. Subsequent intramolecular diastereoselective cyclizations of the obtained pyrrolidine products were accomplished by treatment with KF/Al2O3 in toluene/EtOH (4:1) to give highly functionalized benzopyrano[3,4-c]pyrrolidines bearing five contiguous stereogenic centers.
Enantioselective intramolecular crossed rauhut-currier reactions through cooperative nucleophilic activation and hydrogen-bonding catalysis: Scope and mechanistic insight
Wang, Xu-Fan,Peng, Liang,An, Jing,Li, Chao,Yang, Qing-Qing,Lu, Liang-Qiu,Gu, Feng-Long,Xiao, Wen-Jing
supporting information; scheme or table, p. 6484 - 6491 (2011/08/06)
A highly efficient and enantioselective intramolecular crossed Rauhut-Currier (RC) reaction of nitroolefins with tethered enonates has been developed through cooperative nucleophilic activation and a hydrogen-bonding catalytic strategy (≤98% ee and 98% yield). The reaction features simple experimental procedures and is completely chemoselective and atom-economic in character. The potential synthetic applications have been demonstrated by the conversion of the RC reaction products into biologically and pharmaceutically valuable compounds with highly diastereoselectivity. In addition, computational investigations were employed to support the proposed mechanism and to obtain a good understanding of the origin of the stereoselectivity in RC reactions. Copyright