327071-08-9Relevant academic research and scientific papers
Chiral, non-racemic, distally-bridged resorcin[4]arenes as models for use in asymmetric processes
Arnott,Bulman Page,Heaney,Hunter,Sampler
, p. 412 - 414 (2001)
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.
