An Approach to Preparation of trans-DHQs via Ring-Opening of meso-N-Sulfonylaziridines: Preparation of trans-DHQs
Publication: Research - peer-review › Journal article – Annual report year: 2011
As an approach to the enantioselective synthesis of trans-decahydroquinolines (DHQs), desymmetrization of meso-aziridine (5) with various carbon nucleophiles under catalytic conditions was investigated. By applying TMSCN in the presence of YbCl3 and chiral nonracemic ligands, nitrile 13 was obtained with an ee up to 40%. Nitrile 13 was a key intermediate in a novel route to trans-DHQs.
|Journal||Collection of Czechoslovak Chemical Communications|
Dedicated to Professor Pavel Kočovský on the occasion of his 60th birthday.
|Citations||Web of Science® Times Cited: 0|
- Synthetic methods, Alkaloids, Desymmetrization, Metathesis, trans-DHQs, Yb-catalysis, meso-Aziridines