705284-28-2Relevant academic research and scientific papers
Simple, Catalytic Enantioselective Syntheses of Estrone and Desogestrel
Hu, Qi-Ying,Rege, Pankaj D.,Corey
, p. 5984 - 5986 (2007/10/03)
Highly enantioselective and very short syntheses of the bioactive forms of estrone (3) and desogestrel (4) are described using a chiral oxazaborolidinium catalyst (2) in the key initial step. Enantiomerically pure estrone was synthesized in eight steps from the readily available starting materials diene 5 and α,β-enal 6 via intermediates 8 and 9. Desogestrel was synthesized using a similar strategy from diene 5 and α,β-enal 11 via intermediates 12-17. The efficient syntheses of the chiral catalyst 2 and its enantiomer are also presented. Copyright
Application of chiral cationic catalysts to several classical syntheses of racemic natural products transforms them into highly enantioselective pathways
Hu, Qi-Ying,Zhou, Gang,Corey
, p. 13708 - 13713 (2007/10/03)
This paper describes the application of chiral oxazaborolidinium cations of type 2 to various enantioselective Diels-Alder reactions that have served as early key steps for the syntheses of complex natural products. In the original syntheses these Diels-A
