63837-76-3Relevant academic research and scientific papers
Antimony pentachloride catalyzed Diels-Alder reactions: Improved regioselectivity in the synthesis of dialkyl naphthoquinones
Nunes, Ruth Leandro,Bieber, Lothar Wilhelm
, p. 219 - 221 (2001)
Improved regioselectivity in catalyzed Diels-Alder (DA) cycloadditions between non-symmetrical benzoquinones and mono-substituted butadienes is achieved by use of SbCl5. After oxidation, good yields of dialkylnaphthoquinones are obtained. The g
Lipase-catalyzed site-selective deacetylation of sterically hindered naphthohydroquinone diacetate and its application to the synthesis of a heterocyclic natural product
Hanaya, Kengo,Hashimoto, Riichi,Higashibayashi, Shuhei,Sakakura, Ayaka,Sugai, Takeshi
, p. 625 - 632 (2019/08/01)
Lipase-catalyzed site-selective deacetylation of 2,5-dimethylnaphthalene-l,4-diol diacetate was examined. With Candida antarctica lipase B, the suppressing effect of a methyl substituent at the peri-position of the a-naphthyl ester over that at the ortho-position was significant. This site-selectivity was in contrast to that of chemical hydrolysis reported to date. From the resulting monoacetate, mansonone F, a physiologically active heterocyclic orthoquinone, was synthesized in 38% yield in as few as three steps.
