848302-37-4Relevant academic research and scientific papers
Nonracemic betti base as a new chiral auxiliary: Application to total syntheses of enantiopure (2S,6R)-dihydropinidine and (2S,6R)-isosolenopsins
Wang, Xinyan,Dong, Yanmei,Sun, Jianwei,Xu, Xuenong,Li, Rui,Hu, Yuefei
, p. 1897 - 1900 (2007/10/03)
(Chemical Equation Presented) Total syntheses of enantiopure alkaloidal natural products (2S,6R)-dihydropinidine (as hydrochloride) and (2S,6R)-isosolenopsins (as hydrochlorides) were achieved in four steps and in 80-82% total yields by using a synthetic strategy of the formation-cleavage of 1,3-oxazinane. (S)-Betti base was proved to be an excellent chiral auxiliary and a novel Pd/C catalyzed N-debenzylation straightforward to amine hydrochloride was developed in the presence of CH2Cl2.
