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research article
Chiral Phosphoric Acid-Catalyzed Enantioselective Formal [3+2] Cycloaddition of Azomethine Imines with Enecarbamates
The first catalytic asymmetric inverse electron demand 1,3-dipolar cycloaddition of azomethine imines with enecarbamates has been developed. Isoquinolinefused pyrazolidines containing two or three contiguous stereogenic centers were obtained in high yields with excellent regio-, diastereo-, and enantioselectivities. The pyrazolidine ring can be opened to install an aminal, a amino nitrile, or homoallylamine function with an excellent control of the newly generated stereogenic center. Access to aminobenzo[a]quinolizidine is also documented.
Type
research article
Web of Science ID
WOS:000380269400013
Authors
Publication date
2016
Publisher
Published in
Volume
22
Issue
24
Start page
8084
End page
8088
Peer reviewed
REVIEWED
EPFL units
Available on Infoscience
June 9, 2016
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