Angewandte Chemie - International Edition p. 8391 - 8395 (2011)
Update date:2022-08-04
Topics: Enantioselective Stereochemistry Organocatalytic Chirality Transition state
Sparr, Christof
Gilmour, Ryan
Trick the iminium! The concept of cyclopropyl iminium activation for the organocatalytic desymmetrization of meso-cyclopropylcarbaldehydes is presented. A combination of nucleophilic and electrophilic chlorinating reagents leads to a formal addition of Cl2 across one of the cyclopropyl bonds giving access to 1,3-dichlorides in an enantioselective, catalytic fashion.
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