Synlett p. 412 - 414 (2001)
Update date:2022-08-04
Topics:
Arnott
Bulman Page
Heaney
Hunter
Sampler
The synthesis of enantiomerically pure, distally-bridged resorcinarenes 3 with various R groups (CH3, C5H11, C11H23) is reported. The key step makes use of the Mannich reaction for attachment of a chiral diamine-line 2 across the cavity. Yields for this step are good to excellent. One of the bridged compounds exhibits modest activity (27percent ee) as an enantioselective catalyst in the addition of diethylzinc to benzaldehyde.
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