25112-91-8Relevant articles and documents
Concise Construction of the ACDE Ring System of Calyciphylline A Type Alkaloids by a [5+2] Cycloaddition
Nakamura, Hugh,Kawakami, Manami,Tsukano, Chihiro,Takemoto, Yoshiji
supporting information, p. 8701 - 8704 (2019/06/24)
A concise route for construction of the ACDE ring skeleton in calyciphylline A type alkaloids was developed using an intramolecular [5+2] cycloaddition reaction of an oxidopyrylium species bearing a tetrasubstituted olefin. Key to the success of this reaction was the combination of acid and base, which accelerated the construction of this skeleton containing a spiro ring and vicinal quaternary carbon centers. The resultant tricyclic ADE ring compound was converted to an ACDE ring model through C?H oxidation and an aza-Wittig reaction.
Synthesis of novel antifungal phthalides produced by a wheat rhizosphere fungus
Katoh, Naoto,Nakahata, Takashi,Kuwahara, Shigefumi
, p. 9073 - 9077 (2008/12/22)
Two antifungal phthalides produced by a wheat rhizosphere fungus have been synthesized using the?Alder-Rickert reaction to construct their common isobenzofuranone core structure. The absolute configuration of one of the two phthalides has been determined
Microbiological synthesis of optically active (2R,3S)-2,3-deuteriocyclohexan-1-ones and (2R,3S)-2methyl-3-deuteriocyclohexan-1-one. Enantiospecific anti-addition of hydrogen to the double bond of cyclohex-2-en-1-ones
Dauphin,Gourcy,Veschambre
, p. 595 - 598 (2007/10/02)
Addition of hydrogen of the double bond of cyclohexenones during microbiological reduction by Beauveria sulfurescens gives the trans product in high yield (90%) resulting from anti-addition to the si face on C-2 and the re face on C-3.