The stereochemistry of the cleavage of cyclopropanes by mercuric acetate
β Scribed by Frederick R. Jensen; Dennis B. Patterson; Stephen E. Dinizo
- Book ID
- 104234806
- Publisher
- Elsevier Science
- Year
- 1974
- Tongue
- French
- Weight
- 236 KB
- Volume
- 15
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Because of the current interest2 in the stereochemistry of electrophilic aliphatic substitution, we with to report the results of reaction of 7,7-dimethylnorcarane, I, and norcarane with mercuric acetate. Cleavage of 1 in methanol (30 hrs, 25') after filtration to remove mercurous acetate (10%) and addition of chloride ion yielded 90 f 2% crude chloromercurial.
π SIMILAR VOLUMES
The stereochemical course of the intramolecular carbenoid cyclopropanation reaction has been studied for the epimeric carbenoids 12a and 12b. In these reactions the terl-butyldimethylsilyloxy substituent serves as an internal stereochemical reference point. It was found that 12b cyclizes rapidly at
Oxidative cleavage of palladium-carbon bonds where a nucleophile replaces palladium (eq 1) occurs in catalytic systems utilizing palladium 2.3 and has recently been used to achieve oxy- RuD ArCOzOH ## HAH CH2C12 ) Acetoxypalladation of double bonds is known to be a trans-process. 12 Consequentl