Nonclassical homoallylic cations and homoallylic ring expansions
β Scribed by Gasic, Miroslav.; Whalen, Dale.; Johnson, Brian.; Winstein, Saul.
- Book ID
- 126149381
- Publisher
- American Chemical Society
- Year
- 1967
- Tongue
- English
- Weight
- 391 KB
- Volume
- 89
- Category
- Article
- ISSN
- 0002-7863
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π SIMILAR VOLUMES
## Abstract The quantumβmechanical methods (EHT and CNDO/2) have been applied to the homoallylic cation. Both methods successfully predict that the ion need not be represented as a nonclassical structure.
## Abstract For Abstract see ChemInform Abstract in Full Text.
The regioselectivity of nucleophilic ring opening of some 3,4-epoxy and 3,4-aziridino alcohols has been studied. The nucleophiles chosen were complex hydrides (LiAIH4, Red-Al and DIBAL) and Lipshutz-or Gilman-type organocuprate reagents. The C-4 substituent in the substrates was varied in order to s