Upon heating in toluene in the presence of a catalytic amount of collidinium trifluorosulfonate salt, various S-propargylic xanthates derived from secondary alcohols can be easily converted to their corresponding olefins in good yields.
Olefin Rearrangements. The Equilibrium of Olefins from Pinacolyl Alcohol 1
β Scribed by Smith, Robert Kinsel
- Book ID
- 125943523
- Publisher
- American Chemical Society
- Year
- 1942
- Tongue
- English
- Weight
- 328 KB
- Volume
- 64
- Category
- Article
- ISSN
- 0002-7863
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π SIMILAR VOLUMES
The Pummerer rearrangements of cyclopropyl(methoxy)phenylsulfonium salts proceed via sulfur-stabilized carbocations to yield the title compounds. The sulfonium salts were prepared in high yields from olefins via carbene addition, oxidation, and methylation.
Preparation of Olefins from Alcohols by Thermal Rearrangement of Propargylic Xanthates. -Thermolysis of propargylic xanthates derived from secondary alcohols in the presence of catalytic amounts of collidinium triflate affords the corresponding olefins in good yields. When the xanthate is located a