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Synlett 1995; 1995(11): 1191-1193
DOI: 10.1055/s-1995-5203
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Electronic versus Steric Effects in 5-endo-trig-like Electrophilic Cyclizations

Yannick Landais* , Denis Planchenault
  • *Institut de Chimie Organique, Université de Lausanne, Collège Propédeutique, 1015 Lausanne-Dorigny, Switzerland, Fax (0)21 692 40 05; ylandais@ulys.unil.ch
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Publication Date:
31 December 2000 (online)

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Electronically and sterically differentiated allylic substituents such as RO, NHPh, PhS, and PhSO2 groups have been used to demonstrate the influence of electronic and/or steric effects in the stereocontrol of electrophilic 5-endo-trig-like cyclizations of 2-substituted-3-alkenols.

5-endo-trig cyclization - electrophile - allylic - tetrahydrofuran - selenoetherification