296766-74-0Relevant articles and documents
Directed β C-H Amination of Alcohols via Radical Relay Chaperones
Wappes, Ethan A.,Nakafuku, Kohki M.,Nagib, David A.
, p. 10204 - 10207 (2017/08/10)
A radical-mediated strategy for β C-H amination of alcohols has been developed. This approach employs a radical relay chaperone, which serves as a traceless director that facilitates selective C-H functionalization via 1,5-hydrogen atom transfer (HAT) and enables net incorporation of ammonia at the β carbon of alcohols. The chaperones presented herein enable direct access to imidate radicals, allowing their first use for H atom abstraction. A streamlined protocol enables rapid conversion of alcohols to their β-amino analogs (via in situ conversion of alcohols to imidates, directed C-H amination, and hydrolysis to NH2). Mechanistic experiments indicate HAT is rate-limiting, whereas intramolecular amination is product- and stereo-determining.
Toward the development of chemoprevention agents. Part 1: Design, synthesis, and anti-inflammatory activities of a new class of 2,5-disubstituted-dioxacycloalkanes
Gu, Keli,Bi, Lanrong,Zhao, Ming,Wang, Chao,Ju, Jingfang,Peng, Shiqi
, p. 4775 - 4799 (2008/03/14)
A new class of 2,5-disubstituted-dioxacycloalkanes were designed and synthesized via stereoselective synthetic method as cancer chemoprevention agents. The anti-inflammatory activities of these compounds were tested using the xylene-induced mouse ear edema model. Some of these compounds exhibited comparable or better anti-inflammatory activities than that of aspirin suggesting that they can be further developed as potential anti-inflammatory drug lead compounds. In addition, treatment of these anti-inflammatory agents did not prolong tail bleeding time in mice. The structure/activity relationships were also analyzed among these compounds.
5-Benzoylamino-1,3-dioxacyclanes, the method for preparing the same and their use as PKC inhibitor
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Page/Page column 3, (2008/06/13)
The present invention discloses a series of benzoylamino-1,3-dioxacyclane compounds, of which compounds 1-21 were prepared via transacetalisation reaction between N-benzoylaminoglycol and 1,1,3,3-tetramethoxypropane; while compounds 22-48 were prepared vi
Stereoselective transacetalization of 1,1,3,3-tetramethoxypropane and N- benzoylaminodiols
Bi, Lanrong,Zhao, Ming,Wang, Chao,Peng, Shiqi
, p. 2669 - 2676 (2007/10/03)
The transacetalization of 1,1,3,3-tetramethoxypropane and an N- benzoylaminodiol provided stereoselectively the corresponding 2,5- disubstituted-1,3-dioxanes. The stereochemistry of the rings formed in the transacetalization depended on the structure of the amino diol, and the ratio of the products depended on the reaction conditions, as expected. This kind of stereoselective transacetalization not only gives a series of useful building blocks but also generates interesting 1,3-dioxanes which target protein kinase C.