65899-49-2Relevant articles and documents
Diastereoselective synthesis of a highly substituted cis-decahydroquinoline via a Knoevenagel condensation
Huang, Junfeng,Bergmeier, Stephen C.
, p. 6434 - 6439 (2008)
A diastereoselective approach to 3,7,8-trisubstituted cis-decahydroquinolines is described. This ring system forms the core of rings B and E of the norditerpenoid alkaloid methyllycaconitine. This approach starts with a known disubstituted cyclohexene. The remaining carbons are attached via a Knoevenagel condensation followed by an intramolecular lactam formation. The stereochemistry of the substituents is controlled by the cis-substitution of the starting cyclohexene ring.
Chiral Pyridinium Phosphoramide as a Dual Br?nsted Acid Catalyst for Enantioselective Diels-Alder Reaction
Nishikawa, Yasuhiro,Nakano, Saki,Tahira, Yuu,Terazawa, Kanako,Yamazaki, Ken,Kitamura, Chitoshi,Hara, Osamu
supporting information, p. 2004 - 2007 (2016/06/01)
Chiral pyridinium phosphoramide 1·HX was designed to be a new class of chiral Br?nsted acid catalyst in which both the pyridinium proton and the adjacent imide-like proton activated by the electron-withdrawing pyridinium moiety could work cooperatively as strong dual proton donors. The potential of 1·HX was shown in the enantioselective Diels-Alder reactions of 1-amino dienes with various dienophiles including N-unsubstituted maleimide, which has yet to be successfully used in an asymmetric Diels-Alder reaction.