Silane/iodine-based cleavage of esters and ethers under neutral conditions
- 1 January 1978
- journal article
- Published by Proceedings of the National Academy of Sciences in Proceedings of the National Academy of Sciences
- Vol. 75 (1) , 4-6
- https://doi.org/10.1073/pnas.75.1.4
Abstract
New, efficient cleavage of carboxylic esters with iodotrimethylsilane or a mixture of phenyltrimethylsilane and iodine is described. Essentially neutral conditions can be maintained throughout the reactions. Ethers can be dealkylated by the latter method in high yields. The mechanism of the cleavage reactions is considered to include six-membered ring homopolar transition states.Keywords
This publication has 1 reference indexed in Scilit:
- Synthesis of antibacterial p-quinols from marine sponges. Synthetic applications of "masked" quinonesThe Journal of Organic Chemistry, 1977