English
 
Help Privacy Policy Disclaimer
  Advanced SearchBrowse
  1. View item / 
  2. Item Summary

Item

ITEM ACTIONSEXPORT
Add to Basket
  Local TagsRelease HistoryDetailsSummary

Released
Journal Article

LICLO4 IN ETHER - AN UNUSUAL SOLVENT

MPS-Authors
/persons/resource/persons98735

Waldmann,  Herbert
Abt. IV: Chemische Biologie, Max Planck Institute of Molecular Physiology, Max Planck Society;

External Resource
No external resources are shared
Fulltext (restricted access)
There are currently no full texts shared for your IP range.
Fulltext (public)
There are no public fulltexts stored in PuRe
Supplementary Material (public)
There is no public supplementary material available
Citation

Waldmann, H. (1991). LICLO4 IN ETHER - AN UNUSUAL SOLVENT. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 30(10), 1306-1308. doi:10.1002/anie.199113061.


Cite as: https://hdl.handle.net/11858/00-001M-0000-0014-9ADC-6
Abstract
Ionic reactions with polarized transition states are favored by the solvent system LiClO4/Et2O (3-5M). This is demonstrated by (hetero)Diels-Alder reactions and by the sigmatropic rearrangement of allyl vinyl ethers in this medium. The former react even faster and with higher endo selectivity than in water; the latter are not [3,3] but [1,3] sigmatropic rearrangements, which yield aldehydes. An important advantage of the LiClO4/Et2O system is it that may also be used for acceleration of reactions sensitive to hydrolysis.