- Iodobenzene-Catalyzed Oxidative Cyclization for the Synthesis of Highly Functionalized Cyclopropanes
-
An iodobenzene-catalyzed oxidative cyclization of Michael adducts of activated methylene compounds with nitroolefins or chalcones is developed. m CPBA is used as oxidant together with Bu 4 NI for the generation of a highly reactive iodine(III) species to mediate the cyclopropanation via a ligand exchange and reductive elimination process. A range of highly functionalized cyclopropanes are synthesized with high diastereoselectivities.
- Fan, Renhua,Guo, Hao,Li, Yang
-
supporting information
p. 928 - 932
(2020/03/13)
-
- Synergistic NaBH4Reduction/Cyclization of 2-Aroylcyclopropane-1-carboxylates: Synthesis of 3-Oxabicyclo[3.1.0]hexane Derivatives
-
An NaBH4reduction/cyclization reaction of readily available 2-aroyl-1-cyano-3-arylcyclopropane-1-carboxylate compounds was investigated. The process results in the stereoselective synthesis of 3-oxabicyclo[3.1.0]hexane derivatives in high yield
- Liu, Jiaming,Wang, Lizhong,Qing, Xushun,Zhang, Feixiang,Wang, Ting,Wang, Cunde
-
p. 1012 - 1018
(2017/02/15)
-
- Hypoiodite-catalysed oxidative cyclisation of Michael adducts of chalcones with 1,3-dicarbonyl compounds: A facile and versatile approach to substituted furans and cyclopropanes
-
Through hypoiodite catalysis, oxidative cyclisation of Michael adducts of chalcones with 1,3-dicarbonyl compounds for divergent synthesis of either furans or cyclopropanes is developed. The selective synthesis of major products is achieved depending on the use of different reaction conditions or substrates.
- Gao, Wen-Chao,Hu, Fei,Tian, Jun,Li, Xing,Wei, Wen-Long,Chang, Hong-Hong
-
p. 13097 - 13100
(2016/11/09)
-
- Lewis acid-mediated transformations of trans-2-Aroyl-3-aryl-cyclopropane-1, 1-dicarboxylates into 2-pyrones and 1-indanones
-
trans-2-Aroyl-3-arylcyclopropane-1,1-dicarboxylates upon treatment with aluminium(III) chloride (AlCl3) underwent ring-opening, fragmentation, recombination and lactonization to give highly substituted 2-pyrones. Alternatively, when treated with titanium(IV) chloride (TiCl 4), the cyclopropane diesters underwent a Nazarov cyclization to afford 1-indanones with high diastereoselectivity.
- Sathishkannan, Gopal,Srinivasan, Kannupal
-
supporting information
p. 729 - 735
(2014/04/03)
-
- Stereoselective cyclopropanation of α-bromochalcone with diethyl malonate promoted by K2CO3
-
A new Michael-initiated cyclopropanation reaction using α-bromochalcones as Michael acceptor was developed. Compared to previous works using arylidenemalonates as Michael acceptor, this novel protocol could improve the synthesis of trans-isomers of diethyl 2-benzoyl-3-phenyl- cyclopropane-1,1-dicarboxylates. More importantly, this method also provided the first access to the cis-isomers of these densely substituted cyclopropanes with the Michael-initiated ring closure (MIRC) strategy, albeit with a poor diastereoselectivity.
- Sun, Yongxian,Yang, Gaosheng,Shen, Yue,Hua, Zan,Chai, Zhuo
-
p. 2733 - 2739
(2013/03/28)
-
- Highly diastereoselective synthesis of 1-pyrrolines via SnCl 4-promoted [3 + 2] cycloaddition between activated donor-acceptor cyclopropanes and nitriles
-
Activated donor-acceptor cyclopropanes underwent formal [3 + 2] cycloaddition with nitriles in the presence of SnCl4. The product 1-pyrrolines were isolated as single cis-diastereomers in moderate to good yields.
- Sathishkannan, Gopal,Srinivasan, Kannupal
-
scheme or table
p. 6002 - 6005
(2011/12/21)
-
- Solvent-controlled oxidative cyclization for divergent synthesis of highly functionalized oxetanes and cyclopropanes
-
An efficient solvent-controlled oxidative cyclization of Michael adducts of malonates with chalcones with the combination of iodosobenzene and tetrabutylammonium iodide is reported. Highly functionalized oxetanes and cyclopropanes were divergently synthes
- Fan, Renhua,Ye, Yang,Zheng, Chen
-
supporting information; scheme or table
p. 3156 - 3159
(2009/12/27)
-
- Vicarious nucleophilic substitution of hydrogen in electrophilic alkenes
-
Carbanions containing leaving groups react in the presence of base with electrophilic alkenes giving products in which vinylic hydrogen is replaced with the carbanion moiety. They are formed via addition - β-elimination pathway analogous to the vicarious
- Makosza,Kwast
-
p. 5001 - 5018
(2007/10/02)
-