2961-80-0Relevant academic research and scientific papers
Experimental and theoretical study of the photochemical and thermal decomposition of maleic and dichloromaleic anhydrides
Ionescu,Pietri,Hillebrand,Monnier,Aycard
, p. 455 - 461 (2002)
The photochemical and thermal behavior of maleic anhydride 1a and dichloromaleic anhydride 1b, in cryogenic matrix were investigated by means of FT-IR spectroscopy. The ketenylcarbenes represent the key intermediate in the decomposition processes of the a
Cyclopropenones in the synthesis of indolizidine, pyrrolo[2,1-a]isoquinoline and indolizino[8,7-b]indole alkaloids
Jamshaid, Faisal,Kondakal, Vishnu V.R.,Newman, C. Declan,Dobson, Rhianne,Jo?o, Heidi,Rice, Craig R.,Mwansa, Joseph M.,Thapa, Bimod,Hemming, Karl
, (2020)
An attempted synthesis of the indolizidine natural product castanospermine resulted in the successful addition of cyclopropenone to a sugar-derived poly-hydroxylated cyclic imine to give an indolizidinone product, but with the installation of an extra hydroxy group at the castanospermine 8a-bridgehead position. This was also observed in our previous approach to the australine and hyacinthacine pyrrolizidine natural products. The same oxidative phenomenon occurred during the synthesis of pyrrolo[1,2-a]isoquinolines from the reaction of aldimine dihydroisoquinolines with cyclopropenones, whereas ketimine based dihydroisoquinolines gave pyrrolo[1,2-a]isoquinolines without bridgehead oxidation. These results may have some significance for the origins of the bridgehead hydroxy natural products jenamidine B1/B2, clazamycin A/B and legonmycin A/B. The precursor cyclic aldimine for the synthesis of the indolizino[8,7-b]indoles gave dimeric indolizino[8,7-b]indoles, whereas the corresponding cyclic ketimines behaved as expected and gave the indolizino[8,7-b]indole core after reaction with cyclopropenones.
GENERAL SYNTHESIS OF CYCLOPROPENONES AND THEIR ACETALS
Isaka, Masahiko,Ejiri, Satoshi,Nakamura, Eiichi
, p. 2045 - 2058 (2007/10/02)
Metalated cyclopropenone acetals 5 react with a variety of electrophiles, including alkyl halides, carbonyl compounds, vinyl iodides, vinyl triflates, and aryl iodides, to give substituted cyclopropenone acetals in high yield.Hydrolysis of the acetal unde
Small Rings, 41. Oxirene: Intermediate or Transition State? Matrix Irradiation of Diazoketones
Maier, Guenther,Reisenauer, Hans Peter,Sayrac, Tugmac
, p. 2192 - 2201 (2007/10/02)
On irradiation of diazoketones - even of those which do not undergo a Wolff rearrangement under standard conditions - in an argon matrix at 10 K oxirenes (or acylcarbenes) cannot be detected directly.
