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Enantioselective Stetter Reactions Catalyzed by Bis(amino)cyclopropenylidenes: Important Role for Water as an Additive

Mehran Rezazadeh Khalkhali, Myron M. D. Wilde and Michel Gravel*

*Department of Chemistry, University of Saskatchewan, 110 Science Place, Saskatoon, SK S7N 5C9, Canada, Email: michel.gravelusask.ca

M. R. Khalkhali, M. M. D. Wilde, M. Gravel, Org. Lett., 2021, 23, 155-159.

DOI: 10.1021/acs.orglett.0c03879



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Abstract

Chiral BAC structures catalyze a highly enantioselective intermolecular Stetter reaction with simple aldehydes and enones. The products were generated in good yields and enantioselectivities. Surprisingly, a substoichiometric amount of water was crucial to obtain high enantioselectivities.


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Key Words

Stetter Reaction


ID: J54-Y2021