Xie, Hao;Guo, Jiandong;Wang, Yu-Quan;Wang, Ke;Guo, Peng;Su, Pei-Feng;Wang, Xiaotai;Shu, Xing-Zhong published 《Radical Dehydroxylative Alkylation of Tertiary Alcohols by Ti Catalysis》 in 2020. The article was appeared in 《Journal of the American Chemical Society》. They have made some progress in their research.Synthetic Route of C10H22O The article mentions the following:
Deoxygenative radical C-C bond-forming reactions of alcs. are a long-standing challenge in synthetic chem., and the current methods rely on multistep procedures. Herein, we report a direct dehydroxylative radical alkylation reaction of tertiary alcs. This new protocol shows the feasibility of generating tertiary carbon radicals from alcs. and offers an approach for the facile and precise construction of all-carbon quaternary centers. The reaction proceeds with a broad substrate scope of alcs. and activated alkenes. It can tolerate a wide range of electrophilic coupling partners, including allylic carboxylates, aryl and vinyl electrophiles, and primary alkyl chlorides/bromides, making the method complementary to the cross-coupling procedures. The method is highly selective for the alkylation of tertiary alcs., leaving secondary/primary alcs. (benzyl alcs. included) and phenols intact. The synthetic utility of the method is highlighted by its 10-g-scale reaction and the late-stage modification of complex mols. A combination of experiments and d. functional theory calculations establishes a plausible mechanism implicating a tertiary carbon radical generated via Ti-catalyzed homolysis of the C-OH bond. The experimental procedure involved many compounds, such as 3,7-Dimethyloctan-3-ol (cas: 78-69-3) .
3,7-Dimethyloctan-3-ol(cas:78-69-3) is a fatty alcohol that is 3-octanol substituted by methyl groups at positions 3 and 7.Synthetic Route of C10H22O Metabolite observed in cancer metabolism. It has a role as a human metabolite.
Reference:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts