148218-92-2Relevant academic research and scientific papers
Tandem SN2-Michael addition to vinylogous carbonates for the stereoselective construction of 2,3,3,5-tetrasubstituted tetrahydrofurans
Gharpure, Santosh J.,Reddy, S. Raja Bhushan
scheme or table, p. 6093 - 6097 (2011/01/04)
A stereoselective method for the synthesis of substituted tetrahydrofuran derivatives employing a tandem alkylation-Michael addition sequence to vinylogous carbonates is developed. The method could be used to synthesize THFs bearing tertiary ethers. Further, the method is extended to the synthesis of adjacent bis-THFs.
An efficient and convenient protocol for highly regioselective cleavage of terminal epoxides to β-Halohydrins
Wang, Tao,Ji, Wen-Hao,Xu, Zhong-Yu,Zeng, Bu-Bing
experimental part, p. 1511 - 1513 (2009/10/23)
An efficient and facile strategy for the cleavage of terminal epoxides to β-halohydrins using active magnesium halides is described. The conversion proceeds smoothly at room temperature with high regioselectivity and good yields even when sensitive functional groups are present. Georg Thieme Verlag Stuttgart.
"Metal ion electrophilic catalysis" in ring-opening reactions of 1,2-epoxides by metal halides in ionic liquids
Betti, Cecilia,Landini, Dario,Maia, Angelamaria
, p. 1335 - 1338 (2007/10/03)
Metal ion electrophilic catalysis (Li+ > Na+ ? K+) has been found in ring-opening reactions of 1,2-epoxides 1-5 by metal halides MHa1 in ionic liquids. The results have been rationalized on the basis of a transition state where the cation M+ stabilizes the negative charge developing on the oxygen atom of the oxirane ring while favoring the nucleophilic attack at the adjacent carbon by the ion-paired anion Hal -. Georg Thieme Verlag Stuttgart.
Samarium(III) iodide complex catalyzed regioselective cleavage of epoxides to iodohydrins: Tandem epoxide opening-iodocyclization
Kwon, Doo Won,Cho, Min Seok,Kim, Yong Hae
, p. 959 - 962 (2007/10/03)
A novel tandem iodocyclization has been achieved by the regioselective ring-opening of epoxide and by the following intramolecular 1,4-cycloaddition of α,β-unsaturated ester with catalytic amount of SmI2 and I2 (1.2-2.5 equivalent) under mild and neutral reaction conditions.
The first radical method for the introduction of an ethynyl group using a silicon tether and its application to the synthesis of 2′-deoxy-2′-C-ethynylnucleosides
Sukeda, Makoto,Ichikawa, Satoshi,Matsuda, Akira,Shuto, Satoshi
, p. 3465 - 3475 (2007/10/03)
A novel radical method for the stereoselective introduction of an ethynyl group has been developed. When a solution of ethynyldimethylsilyl (EDMS) or [2-(trimethylsilyl)ethynyl]dimethylsilyl (TEDMS) ethers of trans-2-iodoindanol was treated with Et3
