Low-temperature n-butyllithium-induced rearrangement of allyl 1,1-dichlorovinyl ethers.
作者： Aaron Christopher , Dahniel Brandes , Stephen Kelly , Thomas Minehan
DOI: 10.1021/OL052685J
关键词: Alcohol 、 Organic chemistry 、 n-Butyllithium 、 Chemistry
摘要: Upon treatment with n-BuLi at low temperatures, a variety of allyl 1,1-dichlorovinyl ethers 2 undergo rearrangement to furnish γ,δ-unsaturated esters 3 after alcohol addition. Compounds containing ...
acs.org
sci-hub.se 参考文章(10)
Leo A. Paquette, Recent applications of anionic oxy-cope rearrangements Tetrahedron. ,vol. 53, pp. 13971- 14020 ,(1997) , 10.1016/S0040-4020(97)00679-0
Frederick E. Ziegler, The thermal, aliphatic Claisen rearrangement Chemical Reviews. ,vol. 88, pp. 1423- 1452 ,(1988) , 10.1021/CR00090A001
Mohamed Brakta, Roger N. Farr, Brahim Chaguir, Georges Massiot, Catherine Lavaud, William R. Anderson, Denis Sinou, G. Doyle Daves, Assignment of anomeric configuration of C-glycopyranosides and C-glycofuranosides. A proton, carbon-13, and nuclear Overhauser enhancement spectrometric study The Journal of Organic Chemistry. ,vol. 58, pp. 2992- 2998 ,(1993) , 10.1021/JO00063A015
Albert Moyano, Florence Charbonnier, Andrew E. Greene, Simple preparation of chiral acetylenic ethers Journal of Organic Chemistry. ,vol. 52, pp. 2919- 2922 ,(1987) , 10.1021/JO00389A048
H. Olsman, A. Graveland, J. F. Arens, Chemistry of acetylenic ethers 71: Acetylenic benzyl ethers and their rearrangement into 2-indanones Recueil des Travaux Chimiques des Pays-Bas. ,vol. 83, pp. 301- 306 ,(2010) , 10.1002/RECL.19640830311
Roger H. Smithers, Lithium alkoxyacetylenides: direct access by a new and convenient general route Synthesis. ,vol. 1985, pp. 556- 558 ,(1985) , 10.1055/S-1985-31276
Y. Tamaru, Y. Furukawa, M. Mizutani, O. Kitao, Z. Yoshida, DIASTEREOSELECTIVE α ALLYLATION OF SECONDARY AND TERTIARY THIOAMIDES VIA THIO-CLAISEN REARRANGEMENT. A STRUCTURAL PROOF OF Z SECONDARY THIOAMIDE DIANIONS AND Z TERTIARY THIOAMIDE ANIONS Journal of Organic Chemistry. ,vol. 48, pp. 3631- 3639 ,(1983) , 10.1021/JO00169A003
Rosario Rico, Julián Zapico, Francisco Bermejo, S.Bamidele Sanni, Santiago Garcı́a-Granda, Novel stereocontrolled synthesis of the tricyclic lactone (1R,3R,6R,9S)-6,9-dimethyl-8-oxo-7-oxatricyclo[4.3.0.03,9]nonane Tetrahedron-asymmetry. ,vol. 9, pp. 293- 303 ,(1998) , 10.1016/S0957-4166(97)00641-1
C. W. HUFFMAN, Formylation of Amines Journal of Organic Chemistry. ,vol. 23, pp. 727- 729 ,(1958) , 10.1021/JO01099A023
Molly E. Mowery, Philip DeShong, Cross-Coupling Reactions of Hypervalent Siloxane Derivatives: An Alternative to Stille and Suzuki Couplings. Journal of Organic Chemistry. ,vol. 64, pp. 1684- 1688 ,(1999) , 10.1021/JO982463H