105802-70-8Relevant articles and documents
Enantioselective total synthesis of cis-trikentrin B
Lee, Mase,Ikeda, Izumi,Kawabe, Tsuyoshi,Mori, Sayaka,Kanematsu, Ken
, p. 3406 - 3416 (2007/10/03)
Natural cis-trikentrin B was synthesized enantioselectively using, as key steps, an intramolecular Diels-Alder reaction of an allenic dienamide followed by aromatization to construct an indole ring and cleavage of bicyclo[2.2.1]heptene to launch a cis-dimethylcyclopentane ring. Diels-Alder adducts 9 and 10 were elaborated to provide allenic dienamide 25, and its intramolecular Diels-Alder reaction proceeded smoothly. Aromatization to an indole ring and stereoselective cleavage of the bicyclo[2.2.1]heptene ring were performed successfully. Introduction of an (E)-butenyl group via addition of propylmagnesium bromide and subsequent anti elimination of water gave natural cis-trikentrin B.
AN ENANTIOCONVERGENT ROUTE TO CARBOCYCLIC NUCLEOSIDES (-)-ARISTEROMYCIN AND (-)-NEPLANOCIN A VIA THE ASYMMETRIC DIELS-ALDER REACTION
Arai, Yoshitsugu,Hayashi, Yoshikazu,Yamamoto, Masatoshi,Takayema, Hiromitsu,Koizumi, Toru
, p. 3133 - 3140 (2007/10/02)
The asymmetric Diels-Alder reaction of (SS)-menthyl-3-(2-pyridylsulphinyl)acrylate (4) with cyclopentadiene gave almost a pure single diastereoisomeric cycloadduct.The cycloadduct was then converted into the central intermediate (+)-(3) which w
The First Efficient Asymmetric Synthesis of 7-Oxabicyclohept-5-ene-2-carboxylate Derivatives
Takayama, Hiromitsu,Iyobe, Akira,Koizumi, Toru
, p. 771 - 772 (2007/10/02)
The asymmetric synthesis of 7-oxabicyclohept-5-ene-2-carboxylate derivatives was accomplished by the highly diastereoselective Diels-Alder reaction of (S)S- and (R)S-3-(2-pyridylsulphinyl)acrylates with furan.
