Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 3393-45-1, is researched, SMILESS is O=C1C=CCCO1, Molecular C5H6O2Journal, Article, Research Support, Non-U.S. Gov’t, Journal of the American Chemical Society called Radical Dehydroxylative Alkylation of Tertiary Alcohols by Ti Catalysis, Author is Xie, Hao; Guo, Jiandong; Wang, Yu-Quan; Wang, Ke; Guo, Peng; Su, Pei-Feng; Wang, Xiaotai; Shu, Xing-Zhong, the main research direction is alc alkene titanium radical dehydroxylative alkylation catalyst; alkane preparation.Related Products of 3393-45-1.
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.
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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI