936716-87-9Relevant academic research and scientific papers
Oxidation with a photolabile carbonyl protecting group
Yang, Haishen,Mu, Feng,Wang, Pengfei
experimental part, p. 8955 - 8961 (2011/12/15)
A novel oxidation approach utilizing a robust photolabile carbonyl protecting group reagent (1) as the oxidizing reagent has been developed. Different from existing methods, this approach oxidizes primary alcohols to the photosensitive acetals (e.g., 3), providing another unique approach to the protected aldehydes. Thus, for the first time, oxidation and protection are achieved in one reaction. Secondary alcohols are oxidized to the corresponding ketones. Moreover, the photolabile protecting group (PPG) also oxidizes ethers and esters. The oxidation is presumably via hydride abstraction by the tritylium ion generated from 1 under acidic conditions. However, the mechanisms for primary alcohols and secondary alcohols are slightly different.
Novel photolabile protecting group for carbonyl compounds
Pengfei, Wang,Huayou, Hu,Yun, Wang
, p. 1533 - 1535 (2008/02/02)
Equation presented A novel type of photo-protecting group for carbonyl compounds is described. The protecting group is readily accessed in one step from commercially available material. Installation of the protecting group upon the carbonyl compounds is achieved in excellent yields. The carbonyl compounds in their protected form are remarkably stable under various conditions and can be released photochemically in high efficiency.
