34667-97-5Relevant articles and documents
Formation of 2-[1-(Trimethylsilyl)alkylidene]-4-cyclopentene-1,3-dione from Lewis Acid-Catalyzed Reaction of Cyclobutenedione Monoacetal with Alkynylsilane: Novel Cationic 1,2-Silyl Migrative Ring Opening and Subsequent 5-Exo-Trig Ring Closure
Yamamoto, Yoshihiko,Noda, Masashi,Ohno, Masatomi,Eguchi, Shoji
, p. 1292 - 1298 (1997)
An ethoxycarbenium ion intermediate, which was produced by the catalytic action of a Lewis acid on a cyclobutenedione monoacetal, reacted with phenyl(trimethylsilyl)acetylene to give a normal electrophilic substitution product. In sharp contrast, the same
Organoytterbium ate complexes extend the value of cyclobutenediones as isoprene equivalents
Packard, Emma,Pascoe, David D.,Maddaluno, Jacques,Goncalves, Theo P.,Harrowven, David C.
supporting information, p. 13076 - 13079 (2014/01/06)
Changing course: While organolithium and Grignard reagents favor addition to C1 of A (R=Me), the corresponding organoytterbium reagents add to C2 (R=tBu). Computational studies provide insights into the nature of organoytterbium species and their reactivity, and a total synthesis of (-)-mansonone B illustrates the utility of the method in terpenoid synthesis. Tf=trifluoromethanesulfonyl.
A simple and convenient method for the synthesis of cyclobutenediones from alkynes using new Fe(CO)5/NaH/MeI reagent system
Periasamy, Mariappan,Beesu, Mallesh,Shyam Raj
, p. 2843 - 2846 (2008/12/21)
Iron carbonyl complexes prepared in situ using the Fe(CO)5/NaH/MeI reagent combination and alkynes at 25 °C give the corresponding cyclobutenediones in 50-65% yields after CuCl2 · 2H2O oxidation.