63866-99-9Relevant academic research and scientific papers
Twisted amides as selective acylating agents for hydroxyl groups under neutral conditions: Models for activated peptides during enzymatic acyl transfer reaction
Yamada, Shinji,Sugaki, Takayuki,Matsuzaki, Kazuhiro
, p. 5932 - 5938 (1996)
The highly twisted amide 2 served as a selective acylating agent for diols under neutral conditions. The reaction of primary-secondary diols with 2 led to the corresponding primary alkyl monopivalates. For diols containing alcoholic and phenolic hydroxyl groups, alcoholic hydroxyl groups were selectively acylated under neutral conditions, whereas, the opposite selectivity was observed under basic conditions, similar to the cases using acyl halides or acid anhydrides. Although 1 and 3 were unreactive to alcohols, 5-10 having substituent groups at C-4 were reactive to alcohols to give the corresponding acetates or benzoates.
Selective acylation of the phenolic hydroxyl of (hydroxyalkyl)phenols by using vinyl carboxylates as acyl donors in the presence of rubidium fluoride
Miyazawa, Toshifumi,Yamamoto, Masato,Danjo, Hiroshi
, p. 1351 - 1354 (2013/10/01)
Highly selective acylation of the phenolic hydroxy group can be achieved with (hydroxyalkyl)phenols carrying both alcoholic and phenolic hydroxyls by the use of vinyl carboxylates as acyl donors in the presence of rubidium fluoride.
CONVERSION OF METHYLENEDIOXYBENZENE DERIVATIVES INTO 2-METHOXYPHENOL DERIVATIVES
Takano, Seiichi,Akiyama, Masashi,Ogasawara, Kunio
, p. 2237 - 2238 (2007/10/02)
Methylenedioxybenzene derivatives are reductively cleft with diisobutylaluminum hydride to give 2-methoxyphenol derivatives.Concurrent hydroalumination occures when a substrate contains an olefinic bond in a side chain.
