Cinchona Alkaloid-Amides Catalyzed Enantioselective Formal [2+2] Cycloadditions of Allenoates and Imines: Enantioselective Synthesis of 2,4-Substituted Azetidines

Mix and go. The quinidine-amide (1)-catalyzed [2+2] cycloaddition between N-sulfonylimines (2) and alkyl 2,3-butadienoate (3) afforded the (R)-azetidines 4 in excellent yields and enantioselectivities. The (S)-enantiomer was obtained when a quinine-amide catalyst, the pseudoenantiomer of (1) was used.


Published in:
Angewandte Chemie -International Edition in English-, 50, 23, 5356-5360
Year:
2011
Publisher:
Wiley-Blackwell
ISSN:
1433-7851
Keywords:
Laboratories:




 Record created 2011-05-31, last modified 2018-03-17


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