
TY  - JOUR
A1  - Raguse, B 
A1  - Ridley, DD 
T1  - Synthesis and properties of optically active podands incorporating sulfoxide functionality
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1984
VL  - 37
IS  - 10
SP  - 2059
EP  - 2071
KW  - 
UR  - https://doi.org/10.1071/CH9842059 
N2  - A series of optically active podands incorporating ether and chiral sulfoxide functionality have been synthesized. The podands formed relatively strong complexes with protonated amines. Where racemic guests were used, the diastereoisomeric complexes were identified in solution by 1H n.m.r. spectroscopy but the energies of formation of these complexes were too similar to afford optical resolution of guests. The podands influenced the stereochemistry of t-butoxide-catalysed additions of methyl 1-oxoindane-2-carboxylate to methyl vinyl ketone, but stereoselectivities observed were low. 
ER  -

