1207111-35-0Relevant articles and documents
Strong and Confined Acids Control Five Stereogenic Centers in Catalytic Asymmetric Diels–Alder Reactions of Cyclohexadienones with Cyclopentadiene
Bistoni, Giovanni,Das, Sayantani,De, Chandra Kanta,Ghosh, Santanu,Leutzsch, Markus,List, Benjamin,Neese, Frank,Yepes, Diana
supporting information, p. 12347 - 12351 (2020/03/23)
We describe a highly enantioselective Diels–Alder reaction of cross-conjugated cyclohexadienones with cyclopentadiene, in which five stereocenters are effectively controlled by a strongly acidic and confined imidodiphosphorimidate catalyst. Our approach provides tricyclic products in excellent stereoselectivity. We also report methods to convert the obtained products into useful intermediates and a computational study that aids in gaining deeper insight into the reaction mechanism and origin of stereoselectivity.
An Asymmetric Synthesis of Chiral 4,4-Disubstituted Cyclohexenones in High Enantiomeric Purity
Meyers, A. I.,Lefker, Bruce A.,Wanner, Klaus Th.,Aitken, R. Alan
, p. 1936 - 1938 (2007/10/02)
An efficient approach to the title compounds in > 95percent ee has been accomplished by metalation and alkylation of chiral bicyclic lactams derived from δ-keto acids and (1S,2S)-2-amino-1-phenyl-1,3-propanediol.