Journal article
An Approach to Preparation of trans-DHQs via Ring-Opening of meso-N-Sulfonylaziridines: Preparation of trans-DHQs
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.
Language: | English |
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Year: | 2011 |
Pages: | 815-828 |
ISSN: | 12126950 and 00100765 |
Types: | Journal article |
DOI: | 10.1135/cccc2011013 |
ORCIDs: | Tanner, David Ackland |