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Stereoselective and regioselective synthesis of azepane and azepine derivatives via piperidine ring expansion

✍ Scribed by Chong, Hyun-soon; Ganguly, Bishwajit; Broker, Grant A.; Rogers, Robin D.; Brechbiel, Martin W.


Book ID
118127796
Publisher
Royal Society of Chemistry
Year
2002
Weight
201 KB
Volume
18
Category
Article
ISSN
1472-7781

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The additions of lithiated allylsulfone carbanion to chiral N-sulfinylimines were found to proceed with good to excellent selectivity. The resulting intermediates 4a-d after transformation to dienylamides 7a-d and 16a-d, were converted to functionalized enantiopure piperidines and pyrrolines, respec