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Back Cover: Convenient Synthesis of ( E )‐5‐Aryl(halo)methylenebicyclo‐ [2.2.2]oct‐2‐enes and ‐[2.2.1]hept‐2‐enes via Lewis Acid‐ Promoted Carbohalogenation of Cyclic 2,6‐Enynols (Adv. Synth. Catal. 18/2014)
Author(s) -
Yeh MingChang P.,
Lin HsinHui,
Kuo SiouFu,
Chen PeiJie,
Hong JyunWei
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201401045
Subject(s) - chemistry , lewis acids and bases , propargyl , cover (algebra) , aryl , stereochemistry , medicinal chemistry , organic chemistry , catalysis , alkyl , mechanical engineering , engineering
The back cover picture , provided by Ming‐Chang P. Yeh and co‐authors, illustrates an efficient synthesis of ( E )‐5‐halomethylenebicyclo[2.2.2]oct‐2‐enes and ‐[2.2.1]hept‐2‐enes from the simple and inexpensive FeX 3 (X=Cl or Br) and C‐4 propargyl‐tethered cyclic 2‐enols under air at room temperature in minutes.The fluoro‐analogs are available from the reaction of TBS‐protected cyclic 2,6‐enynols with BF 3 ⋅ OEt 2 under the similar reaction conditions. Details of this work can be found in the communication on pages 3816–3820 (M. C. P. Yeh, H. H. Lin, S. F. Kuo, P. J. Chen, J. W. Hong, Adv. Synth. Catal. 2014, 356, 3816–3820; DOI: 10.1002/adsc.201400671 ).