Abstract
The stereospecific synthesis of (2R,3R,8R,9R,14R,15R)-2,3,8,9,14, 15-hexaphenyl-1,4,7,10,13,16-hexaoxacyclooctadedecane [(R,R,R, R,R,R)-12] from (R,R)-hydrobenzoin [(R,R)-1] is reported. The ability of (R,R,R,R,R,R)-12 to act as a chiral solid-liquid phase-transfer catalyst in an asymmetric Michael addition is compared with the deficiencies of other chiral di- and tetra-substituted 18-crown-6 derivatives, both with respect to product conversions and chirality transfers from catalysts to products
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